Tag: 100-200

Photochemical reaction of benzofuran derivatives with benzophenone or benzaldehyde was written by Kawase, Yoshiyuki;Yamaguchi, Seiji;Ochiai, Hirokazu;Horita, Hisanori. And the article was included in Bulletin of the Chemical Society of Japan in 1974.HPLC of Formula: 1646-27-1 This article mentions the following:

Photochem. reaction of the benzofurans I [R = R1 = Me; R = Me, CH2OH, R1 = H; RR1 = (CH2)4] with benzophenone gave the oxetanes II (R2 = Ph). Oxetanes II (R2 = H) were produced by the reaction of I with benzaldehyde, but yields were not so high because of their instability. The reaction of 2-methoxycarbonyl- and 2-cyano-benzofuran with benzophenone or benzaldehyde gave dimers of the benzofurans. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1HPLC of Formula: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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.HPLC of Formula: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Direct carboxylation of simple arenes with CO₂ through a rhodium-catalyzed C-H bond activation was written by Suga, Takuya;Mizuno, Hajime;Takaya, Jun;Iwasawa, Nobuharu. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.Electric Literature of C10H8O3 This article mentions the following:

Direct carboxylation of simple arenes under atm. pressure of CO₂ is achieved through a rhodium-catalyzed C-H bond activation without the assistance of a directing group. Various arenes such as benzene, toluene, xylene, electron-rich or electron-deficient benzene derivatives, and heteroaromatics are directly carboxylated with high TONs. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Electric Literature of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Conformation of substrates during hydrolysis at the active site of chymotrypsin was written by Lawson, William B.. And the article was included in Journal of Biological Chemistry in 1967.Product Details of 1646-27-1 This article mentions the following:

The quasi axial Me D-hydrocoumarilate compares favorably with Me N-acetyl-L-phenylalaninate as a substrate for chymotrypsin in contrast to the planar Me coumarilate and Me indene-2-carboxylate and the quasi axial Me indan-2-carboxylate, which are either not substrates or very poor substrates. These results lead to the conclusion that Me D-dihydroisocarbostyril-3-carboxylate and Me D-3,4-dihydroisocoumarin-3-carboxylate are in the axial conformation during hydrolysis of chymotrypsin and that typical open-chain substrates, such as Me N-acetyl-L-phenylalaninate, must assume a conformation at the active site somewhat similar to that of these sterically restricted cyclic analogs. It is further proposed that a H bond donor (in addition to the hydrophobic binding site) at the active center of chymotrypsin influences the orientation of substrates and site-specific irreversible inhibitors. 24 references In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Product Details of 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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. 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 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Furan compounds. VII. Rearrangement of 2-acylbenzofuran derivatives into chromonols was written by Ocskay, G.;Vargha, L.. And the article was included in Tetrahedron in 1958.HPLC of Formula: 1646-27-1 This article mentions the following:

The reactions of anti-(a) = and syn-(b)-2-benzofuryl ketoxime p-tolylsulfonates, 2-(p-MeC₆H₄SO₃N:CR)C₈H₅O (R = Me; Ph) (Ia, Ib; IIa, IIb) with EtOH and MeOH proceed according to their configurations. The anti derivatives Ia, IIa afford chromonoles, IIb undergoes Beckmann rearrangement, and Ib remains unchanged. IIa (15.4 g.) refluxed 2.5 hrs. in 123 ml. MeOH and 12 ml. H₂O and the solution kept overnight, the orange solution evaporated in vacuo and the residue taken up in 100 ml. Et₂O and 50 ml. H₂O, the H₂O layer extracted with Et₂O, and evaporated gave 5.8 g. p-MeC₆H₄SO₃NH₄ (III). The combined Et₂O solutions extracted 7 times with 40 ml. 5% NaHCO₃ solution and the alk. extract acidified gave a small amount of benzoylcoumaronone (IV) (cf. Geissman and Armen, C.A. 50, 2561b). The Et₂O solution extracted 10 times with 40 ml. N NaOH and the alk. extract acidified with 5N H₂SO₄ gave 1.45 g. flavonol (V), m. 168°. The Et₂O solution evaporated and the residue distilled, the distillate (5.2 g., b_0.2 147-9°) crystallized (dilute alc.), and recrystallized (petr. ether) gave 2-phenylchromanone 3-dimethylacetal, m. 113-14°; oxime (VI), m. 191° (aqueous Me₂CO). VI (0.4 g.) heated 2 hrs. on a steam bath in 5 ml. alc. and 5 ml. 2N H₂SO₄ and the mixture kept overnight at room temperature gave 80% V. IIb (12 g.) heated 3 hrs. on a steam bath with 96 ml. MeOH and 8 ml. H₂O and the mixture evaporated in vacuo, the residue taken up in 100 ml. Et₂O and 22 ml. H₂O, the acidic aqueous solution neutralized with NH₄OH to yield 70% III, and the Et₂O layer (containing no IV or V) evaporated gave 1.6 g. 2-benzofurancarboxylic acid anilide, m. 156-7°. The residue from evaporation of the alc. mother liquor distilled in vacuo gave 2.7 g. Me 2-benzofurancarboxylate, m. 50-1°, saponified with 2N NaOH and the hydrolyzate acidified, filtered, and the precipitate recrystallized (C₆H₆) giving authentic coumarilic acid. Ib (0.6 g.) refluxed in 95% alc. gave 93% Ib after 16 hrs. ad 17% unchanged Ib after 10 days together with 58% III. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1HPLC of Formula: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.HPLC of Formula: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Studies in benzofurans. Part X. Syntheses of some benzofuro[3,2-d]pyrimidines and benzofuro[3′,2′:4,5]pyrimidol[1,2-b]benzo[d]thiazole was written by Vaidya, V. P.;Agasimundin, Y. S.. And the article was included in Indian Journal of Chemistry in 1981.Computed Properties of C9H8N2O2 This article mentions the following:

Acylation of 3-aminobenzofuran-2-carboxamide using succinic, maleic and phthalic anhydrides followed by cyclodehydration of the resultant products I (R = CH₂CH₂CO₂H, CH:CHCO₂H, 2-HO₂CC₆H₄ gives benzofuro[3,2-d]pyrimidines (II), which on further cyclodehydration furnish 2,3-dihydrobenzofuro[3,2-d]pyrrolo[1,5-a]pyrimidine-1,10-dione, benzofuro[3,2-d]pyrrolo[1,5-a]pyrimidine-1,10-dione, and benzofuro[3,2-d]isoindolo[1,7-a]pyrimidine-11,12-dione, resp. Reaction of ψ-saccharin chloride with 3-aminobenzofuran-2-carboxylic acid derivatives gave III and 7-oxobenzofuro[3′,2′:4,5]pyrimido[1,2-b]benzo[d]thiazole 5,5-dioxide (IV). In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Computed Properties of C9H8N2O2).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. 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.Computed Properties of C9H8N2O2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

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

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, b_1.5 210-20°, 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

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

Benzofuran derivatives. I. On the effects of substituents in benzofuran syntheses was written by Suzuki, Tsuneo;Horaguchi, Takaaki;Shimizu, Takahachi;Abe, Teishiro. And the article was included in Bulletin of the Chemical Society of Japan in 1983.Recommanded Product: 1646-27-1 This article mentions the following:

The Rossing (1884) reaction of 4-substituted 2-acylphenoxyacetic acids with NaOAc-Ac₂O gives a mixture of benzofurans and 2-benzofurancarboxylic acids. The relative yields of benzofurans and 2-benzofurancarboxylic acids depend on the substituents on the benzene ring of the 2-acylphenoxyacetic acids. Electron-withdrawing substituents such as NO₂ favor the formation of 2-benzofurancarboxylic acids. On the other hand, the formation of benzofurans is favored by the steric hindrance of 2-acyl groups in the reaction of 2-acyl-4-nitrophenoxyacetic acids. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Recommanded Product: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Novel 1,3,4-oxadiazoles as antitubercular agents with limited activity against drug-resistant tuberculosis was written by Makane, Vitthal B.;Krishna, Vagolu Siva;Krishna, Eruva Vamshi;Shukla, Manjulika;Mahizhaveni, Balakrishnan;Misra, Sunil;Chopra, Sidharth;Sriram, Dharmarajan;Azger Dusthackeer, Vijayan N.;Rode, Haridas B.. And the article was included in Future Medicinal Chemistry in 2019.Electric Literature of C10H8O3 This article mentions the following:

In recent times, heterocyclic chemotypes are being explored for the development of new antimycobacterials that target the drug-resistant tuberculosis. Here, we are disclosing the 5-substitued 2-mercapto-1,3,4-oxadiazoles I (R₁ = Ph, 2-BrC₆H₄, 4-OHC₆H₄, etc.) as potent antitubercular agents. A small library of 2-mercapto-1,3,4-oxadiazoles I was synthesized using various acids. The compounds were evaluated for antituberculosis activity against M. tuberculosis H37Rv. Compound I (R₁ = 4-OHC₆H₄) was identified as antitubercular lead with MIC of 0.6μg/mL against M. tuberculosis H37Rv. This compound was nontoxic to CHO-K1 cells and showed selectivity index of 39. Of note, I (R₁ = 4-OHC₆H₄) showed antitubercular activity against pre-extensively drug-resistant clin. isolate of Mycobacterium with MIC of 2μg/mL. This study provides potent antitubercular agent which can be further optimized to discover novel antibiotics. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Electric Literature of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem