Cook, Adam et al. published their research in Journal of the American Chemical Society in 2020 | CAS: 1646-27-1

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Synthetic Route of C10H8O3

Exhaustive Reduction of Esters Enabled by Nickel Catalysis was written by Cook, Adam;Prakash, Sekar;Zheng, Yan-Long;Newman, Stephen G.. And the article was included in Journal of the American Chemical Society in 2020.Synthetic Route of C10H8O3 This article mentions the following:

A one-step procedure to directly reduce unactivated aryl esters into their corresponding tolyl derivs was reported. This was achieved by an organosilane-mediated ester hydrosilylation reaction and subsequent Ni/NHC-catalyzed hydrogenolysis. The resulting conditions provided a direct and efficient alternative to multi-step procedures for this transformation that often required the use of hazardous metal hydrides. Applications in the synthesis of -CD3-containing products, derivatization of bioactive mols., and chemoselective reduction in the presence of other C-O bonds were demonstrated. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Synthetic Route of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Synthetic Route of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Zacharis, Constantinos K. et al. published their research in Analytica Chimica Acta in 2013 | CAS: 38183-12-9

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Electric Literature of C17H10O4

Liquid chromatography coupled to on-line post column derivatization for the determination of organic compounds: A review on instrumentation and chemistries was written by Zacharis, Constantinos K.;Tzanavaras, Paraskevas D.. And the article was included in Analytica Chimica Acta in 2013.Electric Literature of C17H10O4 This article mentions the following:

Anal. derivatization either in pre or post column modes is one of the most widely used sample pretreatment techniques coupled to liquid chromatog. In the present review article the authors selected to discuss the post column derivatization mode for the anal. of organic compounds The 1st part of the review focuses to the instrumentation of post-column setups including not only fundamental components such as pumps and reactors but also less common parts such as static mixers and back-pressure regulators; the 2nd part of the article discusses the most popular chemistries that are involved in post column applications, including reagent-less approaches and new sensing platforms such as the popular gold nanoparticles. Some representative recent applications are also presented as tables. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Electric Literature of C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Electric Literature of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Jones, Andrew et al. published their research in Journal of Visualized Experiments in 2016 | CAS: 38183-12-9

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Reference of 38183-12-9

Post column derivatization using reaction flow high performance liquid chromatography columns was written by Jones, Andrew;Pravadali-Cekic, Sercan;Hua, Stanley;Kocic, Danijela;Camenzuli, Michelle;Dennis, Gary;Shalliker, Andrew. And the article was included in Journal of Visualized Experiments in 2016.Reference of 38183-12-9 This article mentions the following:

A protocol for the use of reaction flow high performance liquid chromatog. columns for methods employing post column derivatization (PCD) is presented. A major difficulty in adapting PCD to modern HPLC systems and columns is the need for large volume reaction coils that enable reagent mixing and then the derivatization reaction to take place. This large post column dead volume leads to band broadening, which results in a loss of observed separation efficiency and indeed detection in sensitivity. In reaction flow post column derivatization (RF-PCD) the derivatization reagent(s) are pumped against the flow of mobile phase into either one or two of the outer ports of the reaction flow column where it is mixed with column effluent inside a frit housed within the column end fitting. This technique allows for more efficient mixing of the column effluent and derivatization reagent(s) meaning that the volume of the reaction loops can be minimized or even eliminated altogether. It has been found that RF-PCD methods perform better than conventional PCD methods in terms of observed separation efficiency and signal to noise ratio. A further advantage of RF-PCD techniques is the ability to monitor effluent coming from the central port in its underivatized state. RF-PCD has currently been trialed on a relatively small range of post column reactions, however, there is currently no reason to suggest that RF-PCD could not be adapted to any existing one or two component (as long as both reagents are added at the same time) post column derivatization reaction. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Reference of 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Reference of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fruetel, Julia A. et al. published their research in Methods in Molecular Biology (New York, NY, United States) in 2013 | CAS: 38183-12-9

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Reference of 38183-12-9

Application of CGE to virus identification was written by Fruetel, Julia A.;Vander Noot, Victoria A.. And the article was included in Methods in Molecular Biology (New York, NY, United States) in 2013.Reference of 38183-12-9 This article mentions the following:

Protein profiling is an increasingly valuable tool for the characterization of protein populations and has been used to identify microorganisms, most often using two-dimensional gel electrophoresis followed by mass spectrometry. We present a rapid method for the identification of viruses using microfluidic chip gel electrophoresis (CGE) of high-copy number proteins to generate unique protein profiles. Viral proteins are solubilized, fluorescently labeled and then analyzed using the μChemLab CGE system (âˆ?0 min overall). A Bayesian classification approach is used to classify the reproducible and visually distinct protein profiles of MS2 bacteriophage, Epstein-Barr, Respiratory Syncytial, and Vaccinia viruses as well as discriminate between closely related T2 and T4 bacteriophage. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Reference of 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Reference of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Tsukagoshi, Kazuhiko et al. published their research in Science and Engineering Review of Doshisha University in 2013 | CAS: 38183-12-9

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Product Details of 38183-12-9

Tube radial distribution phenomenon and its applications: microreactor by taking advantage of kinetic liquid-liquid interface as a chemical reaction space was written by Tsukagoshi, Kazuhiko. And the article was included in Science and Engineering Review of Doshisha University in 2013.Product Details of 38183-12-9 This article mentions the following:

A micro-flow reaction system or microreactor was developed in which a liquid-liquid interface was created based on the tube radial distribution of ternary mixed carrier solvents. The system was constructed from double capillary tubes having different inner diameters (100 and 250 μm i.d.). The smaller tube was inserted into the larger one through a T-type joint. The reaction of a protein with a fluorescence derivatizing reagent was adopted as a model. A water-acetonitrile mixture (3:1 volume ratio) including bovine serum albumin (hydrophilic) was delivered into the large tube from the inside through the small tube and an acetonitrile-Et acetate mixture (7:4 volume ratio) containing fluorescamine (hydrophobic) as a derivatizing reagent was delivered from the outside through the joint. Solutions were mixed through the double capillary tubes to promote ternary mixed carrier solvents (water-acetonitrile-Et acetate; 1:2:1 volume ratio). The liquid-liquid interface was created based on the tube radial distribution of ternary solvents in the larger tube. The derivatization reaction was performed in the larger,or reaction, tube in the micro-flow system. The. fluorescence intensity of the fluorescamine-derivatized bovine serum albumin obtained by the system, which specifically included the kinetic liquid-liquid interface in the tube, was greater than that obtained through a batch reaction using a homogeneous solution of water-acetonitrile (1:2 volume ratio). In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Product Details of 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Product Details of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Zhang, Fang et al. published their research in American Journal of Physiology in 2020 | CAS: 76-54-0

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Quality Control of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

3-Mercaptopyruvate sulfurtransferase/hydrogen sulfide protects cerebral endothelial cells against oxygen-glucose deprivation/reoxygenation-induced injury via mitoprotection and inhibition of the RhoA/ROCK pathway was written by Zhang, Fang;Chen, Shuo;Wen, Ji-Yue;Chen, Zhi-Wu. And the article was included in American Journal of Physiology in 2020.Quality Control of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

3-Mercaptopyruvate sulfurtransferase (3-MST) is the major source of hydrogen sulfide (H2S) production in the brain and participates in many physiol. and pathol. processes. The present study was designed to investigate the role of 3-MST-derived H2S(3-MST/H2S) on oxygen-glucose deprivation/reoxygenation (OGD/R) injury in cerebrovascular endothelial cells (ECs). Using cerebrovascular specimens from patients with acute massive cerebral infarction (MCI), we found abnormal morphol. of the endothelium and mitochondria, as well as decreases in H2Sand 3-MST levels. In an OGD/R model of ECs, 3-mercaptopyruvate (3-MP) and l-aspartic acid (l-Asp) were used to stimulate or inhibit the production of 3-MST/H2S. The results showed that OGD/R induced significant decreases in H2S and 3-MST levels in both ECs and mitochondria, as well as increases in oxidative stress and mitochondrial energy imbalance. Cellular oxidative stress, destruction of mitochondrial ultrastructure, accumulation of mitochondrial reactive oxygen species (ROS), reduction of mitochondrial ATP (ATP) synthase activity and ATP production, and decreased mitochondrial membrane potential were all significantly ameliorated by 3-MP, whereas they were exacerbated by l-Asp pretreatment. Contrary to the effects of l-Asp, the increase in RhoA activity and expression of ROCK1 and ROCK2 induced by OGD/R were markedly inhibited by 3-MP pretreatment in subcellular fractions without mitochondria and mitochondrial fractions. In addition, 3-MST-/- rat ECs displayed greater oxidative stress than 3-MST+/+ rat ECs after OGD/R injury. These findings suggest that 3-MST/H2Sprotects ECs against OGD/R-induced injury, which may be related to preservation of mitochondrial function and inhibition of the RhoA/ROCK pathway. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Quality Control of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Quality Control of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

El-Yazbi, Amira F. et al. published their research in Journal of Food and Drug Analysis in 2019 | CAS: 38183-12-9

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Computed Properties of C17H10O4

Hantzsch pre-column derivatization for simultaneous determination of alendronate sodium and its pharmacopoeial related impurity: Comparative study with synchronous fluorometry using fluorescamine was written by El-Yazbi, Amira F.;El-Kimary, Eman I.;Youssef, Rasha M.. And the article was included in Journal of Food and Drug Analysis in 2019.Computed Properties of C17H10O4 This article mentions the following:

High performance liquid chromatog. (HPLC) method with a pre-column derivatization based on Hantzsch condensation reaction was applied for simultaneous determination of alendronate sodium (ALN) and its main related impurity, 4-Aminobutanoic acid (ABA) at its pharmacopeial limit. The separation of colored condensation products of ALN and ABA were achieved on Agilent Zobrax Eclipse SB-C18 anal. column (250 × 4.6 mm, 5μm) using a mobile phase composed of acetonitrile-0.1 M acetate buffer, pH 5.0 (15:85, volume/volume). The flow rate was 1 mL min-1. The detection was carried out at 340 nm using photo-diode array detector. Peak areas were used for the linear regression line in the range of 10-500 and 0.2-40μg mL-1 for ALN and ABA, resp. Different conditions for the optimization of the derivatization reactions as well as for the HPLC measurement were studied. The proposed method was validated for linearity, precision, accuracy, specificity and robustness. This method was used to check the purity of ALN in the presence of ABA (related impurity) at the pharmacopeial limit (0.5%). For comparison purpose, another method was proposed which involves synchronous fluorescence measurement after ALN reaction with fluorescamine. In this method, the third derivative synchronous spectra were estimated as peak to peak measurement from 339 to 370 nm for ALN determination with LOD and LOQ of 24 and 73 ng mL-1, resp., showing very high sensitivity. Both methods have been applied for determination of the alendronate sodium (ALN) in bulk and pharmaceutical preparations without interference of additives in tablets or oral solution In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Computed Properties of C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Computed Properties of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Reudhabibadh, Ratchaneekorn et al. published their research in Molecules in 2021 | CAS: 76-54-0

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C20H10Cl2O5

Suppressing Cdk5 Activity by Luteolin Inhibits MPP+-Induced Apoptotic of Neuroblastoma through Erk/Drp1 and Fak/Akt/GSK3β Pathways was written by Reudhabibadh, Ratchaneekorn;Binlateh, Thunwa;Chonpathompikunlert, Pennapa;Nonpanya, Nongyao;Prommeenate, Peerada;Chanvorachote, Pithi;Hutamekalin, Pilaiwanwadee. And the article was included in Molecules in 2021.Electric Literature of C20H10Cl2O5 This article mentions the following:

Parkinson’s disease (PD) is characterized by the progressive degeneration of dopaminergic neurons. The cause of PD is still unclear. Oxidative stress and mitochondrial dysfunction have been linked to the development of PD. Luteolin, a non-toxic flavonoid, has become interested in an alternative medicine, according to its effects on anti-oxidative stress and anti-apoptosis, although the underlying mechanism of luteolin on PD has not been fully elucidated. This study aims to investigate whether luteolin prevents neurotoxicity induction by 1-methyl-4-phenylpyridinium iodide (MPP+), a neurotoxin in neuroblastoma SH-SY5Y cells. The results reveal that luteolin significantly improved cell viability and reduced apoptosis in MPP+-treated cells. Increasing lipid peroxidation and superoxide anion (O2), including mitochondrial membrane potential (Δψm) disruption, is ameliorated by luteolin treatment. In addition, luteolin attenuated MPP+-induced neurite damage via GAP43 and synapsin-1. Furthermore, Cdk5 is found to be overactivated and correlated with elevation of cleaved caspase-3 activity in MPP+-exposed cells, while phosphorylation of Erk1/2, Drp1, Fak, Akt and GSK3β are inhibited. In contrast, luteolin attenuated Cdk5 overactivation and supported phosphorylated level of Erk1/2, Drp1, Fak, Akt and GSK3β with reducing in cleaved caspase-3 activity. Results indicate that luteolin exerts neuroprotective effects via Cdk5-mediated Erk1/2/Drp1 and Fak/Akt/GSK3β pathways, possibly representing a potential preventive agent for neuronal disorder. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Electric Literature of C20H10Cl2O5).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Koelsch, C. F. et al. published their research in Journal of the American Chemical Society in 1950 | CAS: 1646-27-1

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Reference of 1646-27-1

The internal Michael reaction. II. Formation of arylated coumarans, of an indoline, a dihydrothionaphthene, and a hydrocarbostyril was written by Koelsch, C. F.;Stephens, C. R. Jr.. And the article was included in Journal of the American Chemical Society in 1950.Reference of 1646-27-1 This article mentions the following:

Condensation of m-cresol and BzCH2CO2Et with 90% H2SO4 gives 25% 7-methyl-4-phenylcoumarin (I). Distilling 50 cc. from a mixture of 12 g. I in 50 cc. alc. and 50 cc. 10% NaOH with 15 g. ClCH2CO2Na (II) in 20 cc. water and treating the residue with 14 g. ClCH2CO2H and 14 g. NaOH gives after acidification 9.5 g. 4-methyl-β-phenyl-coumaric-O-acetic acid, m. 181-3° (from dilute AcOH); di-Me ester (III) m. 87-8°. Internal Michael condensation of III, effected by warming it to 60° with MeONa in MeOH solution, gives 80% Me 3-carbomethoxymethyl-6-methyl-3-phenyl-2,3-dihydrocoumarilate, b1 173-5°, m. 89-90° (from petr. ether); saponification gives the acid, m. 204-6°. This is the first known case of a Michael reaction in which the acceptor bears 2 aryl groups on its β-C atom. 3-Phenylcoumarin and II give α-phenylcoumaric-o-acetic acid, m. 197-8°, which on boiling with MeOH and H2SO4 gives a mono-Me ester, m. 144-5° (from MeOH), and a di-Me ester (IV), m. 72° (from petr. ether). IV (2.1 g.) with MeONa gives Me coumarilate (V), b2 130-40°, m. 54-5°, PhCH2CO2Me (VI), and 0.9 g. Me 3-(α-carbomethoxybenzyl)-2,3-dihydrocoumarilate (VII), b2 195-7°, m. 124-5° (from petr. ether), saponified to the acid, m. 162-3°. VII on heating with small amounts of NaOMe to 85-120° undergoes retrograde Michael reaction to V and VI. Boiling 25 g. 2,5-Cl(O2N)C6H3CHO, 75 cc. alc., 35 g. Na sarcosinate, 11.5 g. K2CO3, and a little Cu acetate gives N-(2-formyl-4-nitrophenyl)sarcosine (VIII), m. 149° (from dilute AcOH); 2,4-dinitrophenylhydrazone, m. 209-10°. Heating 3.5 g. VIII, 7 g. CH2(CO2H)2, 8 cc. pyridine, and 8 drops piperidine 2 h. to 100° gives 3.6 g. 2-methylamino-5-nitrocinnamic-N-acetic acid (IX), m. 211-12° (decomposition); Me ester (X), m. 79° (from ether). IX reduced with Fe and AcOH gives 5-amino-2-methylaminocinnamic-N2-acetic acid, m. 170°; Me ester-2HCl, m. 178-80°. Heating X with NaOMe gives Me 2-carbomethoxy-1-methyl-5-nitro-3-indoline acetate, b1.5 210-20°, saponified in dilute MeOH to the acid, m. 175-7° (decomposition). Also prepared was carbostyril-1-acetic acid, m. 267-8° (decomposition), o-(methylamino)cinnamic-N-acetic acid, m. 143-4°, 2-chloro-5-nitrocinnamic acid, m. 220-1° (decomposition). The dried diazosulfide obtained by treating diazotized o-aminocinnamic acid (XI) with HSCH2-CO2H, boiling with AcOEt, distilling to dryness, and treating the K2CO3 extract of the residue with acid gives on esterification di-Me o-mercaptocinnamate S-acetate, o-MeCO2CH: CHC6H4SCH2CO2Me (XII), b4 168-75°, m. 42-3°, also prepared by reducing (o-HO2CCH:CHC6H4S)2 with Zn and NaOH, followed by ClCH2CO2H. The free acid of XII m. 237-9°. XII with NaOMe gives Me 2-carobomethoxy-2,3-dihydro-3-thianaphtheneacetate, b4 160-2°, saponified to its acid, m. 143-4°, and traces of a water insoluble compound, C11H8O3S, m. 238-40° (anhydride of the acid?). Me o-aminocinnamate and PhCH2COCl give Me o-(phenylacetamido)cinnamate (XIII), m. 140° (from Me-Ph); free acid, m. 232-4°. XIII (1.4 g.) in 10 cc. MeOH boiled 2 h. with 0.5 g. NaOMe gives 1 g. Me 3-phenylhydrocarbostyril-4-acetate, m. 140-41.5°; free acid, m. 207-8°. Sarcosinenitrile added to a stirred mixture of iced 20% aqueous Na2CO3 and PhCH:CHCOCl in ether gives 87% N-cinnamoylsarcosinenitrile (XIV), m. 92-3°. XIV with MeOH and HCl gives Me N-cinnamoylsarcosinate (XV), b3 177-80°, m. 59-60°. XV gives no internal Michael reaction on treating with Na-OMe. o-Acetylallocinnamic acid (XVI), m. 143-4°, prepared by H5IO6 oxidation of 1-methyl-1,2-naphthoquinol, was esterified by treating its Ag salt with MeT. The XVI Me ester, m. 55-6°, on warming with NaOMe in MeOH gives no internal Michael reaction; an unidentified unsaturated acid, m. 181 5°, was obtained. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Reference of 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Reference of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Andrisano, R. et al. published their research in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1956 | CAS: 1646-27-1

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Quality Control of Methyl benzofuran-2-carboxylate

Ultraviolet spectra of some methoxybenzofurans and methoxycoumarilic acids was written by Andrisano, R.;Duro, F.;Pappalardo, G.. And the article was included in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1956.Quality Control of Methyl benzofuran-2-carboxylate This article mentions the following:

Methoxybenzofurans (I) b. 223-56°, methoxycoumarilic acids (IIA) b. 170-216°, and Me methoxycoumarilates (IIB) b. 77-101° were examined I shows 2 bands at 2600-3000 and 2100-2550 A. In IIA and IIB absorption bands occur at 2400, 2600-2900, and 2900-3100 A. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Quality Control of Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Quality Control of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem