Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.652-39-1,4-Fluoroisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

652-39-1, A mixture of 3-fluorophthalic anhydride (1 equiv.), 4-amino-1,2-thiazinan-3-one 1,1- dioxide (1 equiv.), and potassium acetate (2.5 equiv.) in acetic acid is stirred at 120 ¡ãC overnight. The dark mixture is cooled and filtered. The filter cake is dissolved in DCM and washed with saturated NaHCO3 and brine. The organic layer is dried (Na2SO4) and concentrated to provide 4- fluoro-6? -sulfonyl-thalidomide.

652-39-1 4-Fluoroisobenzofuran-1,3-dione 69551, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; HE, Minsheng; MICHAEL, Ryan, E.; (768 pag.)WO2017/197055; (2017); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0,57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cooled solution (0 C) of 6-aminophthalide (5.13 g, 34.05 mmol) in THF (80 ml.) was added /V-bromosuccinimide (6.12 g, 34.05 mmol, 1 eq). The cooling bath was removed and the solution stirred for 1 h, then the solvent was removed under reduced pressure. The yellow residue was taken up in ethyl acetate (400 ml) and washed three times with water (200 ml. each). The organic phase was dried over magnesium sulfate, filtered and the solvent removed under reduced pressure to give 6-amino-7-bromophthalide as a brown solid (6.53 g, 28.63 mmol, 84%). Rf = 0.2 (cyclohexane/ethyl acetate 2:1 ); UPLC-MS: tR = 1.45 min (gradient 10-90% B in 5 min); UPLC-purity (210 nm) = 83.1%; ESI-MS: (calculated MH+: 227.97, 229.96, found: 228.01 , 230.01 )

The synthetic route of 57319-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BELYNTIC GMBH; ZITTERBART, Robert; REIMANN, Oliver; (102 pag.)WO2020/43747; (2020); A1;,
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Benzofuran | C8H6O – PubChem

37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 16 5-(4-Methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(oxalyl-amino)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid; To a solution of 4-hydroxy-isobenzofuran-1,3-dione (195 mg, 1.2 mmol) in anhydrous N,N-dimethylformamide (4 ml) under nitrogen was added minutes and then methyl iodide (0.37 ml, 6.0 mmol) was added. The reaction was stirred for 48 h. and then quenched with saturated ammonium chloride. The mixture was concentrated in vacuo, diluted in ethyl acetate (20 ml) and the organic phase washed with 1N hydrochloric acid (5 ml) and brine (3.x.5 ml). The organic layer was dried (MgSO4) and concentrated in vacuo. To the crude solid was added methanol causing a precipitate to form. The flask was cooled in an ice bath for 2 h. and the solid filtered off, washed with methanol and dried in vacuo which afforded 0.1 g (47percent) of 4-methoxy-isobenzofuran-1,3-dione as a solid.1H NMR (300 MHz, DMSO-d6) delta 7.95 (t, J=8, 1H), 7.61 (d, J=8, 1H), 7.58 (d, J=8, 1H), 3.99 (s, 3H).APCI-MS: [M+H]+=179.1A solution of 2-amino-5-aminomethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (122 mg, 0.43 mmol, prepared as described in Example 17) and 4-methoxy-isobenzofuran-1,3-dione (92 mg, 0.52 mmol) was prepared in distilled tetrahydrofuran (4 ml) under nitrogen. 1-hydroxybenzotriazole (87 mg, 0.65 mmol), 1-(3-dimethyl-aminopropyl)-3-ethylcarbodiimide hydrochloride (123 mg, 0.65 mmol), and triethylamine (0.29 ml, 2.15 mmol) were added. The reaction was stirred at ambient temperature for 18 h., then concentrated in vacuo. The crude mixture was diluted with ethyl acetate (25 ml) and washed with 1N hydrochloric acid (5 ml), saturated sodium bicarbonate (5 ml), and brine (5 ml). The organic layer was dried (Na2SO4), filtered, and the solvent evaporated in vacuo to give 0.18 g (94percent) of 2-amino-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester.1H NMR (300 MHz, CDCl3) delta 7.66 (t, J=7, 1H), 7.43 (d, J=7, 1H), 7.19 (d, J=7, 1H), 4.59-4.46 (m, 2H), 4.06-3.72 (m, 3H), 4.00 (s, 3H), 2.87-2.81 (m, 1H), 2.60-2.51 (m, 1H), 1.48 (s, 9H).To a solution of the above 2-amino-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (0.18 g, 0.42 mmol) in distilled dichloromethane (5 ml) under nitrogen was added imidazol-1-yl-oxo-acetic acid tert-butyl ester (0.25 g, 1.26 mmol) and triethylamine (0.23 ml, 1.68 mmol). The reaction was stirred for 12 h., concentrated in vacuo and reconstituted in ethyl acetate (25 ml). The organic layer was washed with 1N hydrochloric acid (2.x.5 ml), saturated sodium bicarbonate (5 ml), and brine (5 ml). The resulting solution was dried (Na2SO4), filtered, and the solvent evaporated in vacuo. The crude material was purified by silica gel chromatography using a gradient of ethyl acetate/dichloromethane (0 to 10percent gradient). Pure fractions were collected and the solvent evaporated in vacuo to give 195 mg (81percent) of 2-(tert-butoxyoxalyl-amino)-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester as an oil.1H NMR (300 MHz, CDCl3) delta 12.48 (s, 1H), 7.65 (t, J=7, 1H), 7.43 (d, J=7, 1H), 7.19 (d, J=7, 1H), 4.77 (d, J=15, 1H), 4.63 (d, J=15, 1H), 4.04-3.75 (m, 3H), 4.00 (s, 3H), 2.94 (d, J=17, 1H), 2.65 (dd, J=17, 10, 1H), 1.58 (s, 9H), 1.53 (s, 9H).LC-MS: Rt=4.17 min, [M+H]+=573.2The above 2-(tert-butoxyoxalyl-amino)-5-(4-methoxy-1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester (0.15 g, 0.26 mmol) was dissolved in a mixture of 50percent trifluoroacetic acid/dichloromethane (5 ml). The reaction was stirred at ambient temperature for 7 h., concentrated in vacuo and the residue evaporated in vacuo from dichloromethane (3.x.10 ml). The resulting precipitate was washed with dichloromethane and dried in vacuo to give 100 mg (83percent) of the title compound as a solid.1H NMR (300 MHz, DMSO-d6) delta 12.31 (s, 1H), 7.79 (t, J=8, 1H), 7.48 (d, J=8, 1H), 7.42 (d, J=8, 1H), 4.74 (d, J=15, 1H), 4.56 (d, J=15, 1H), 3.95 (s, 3H), 3.91-3.79 (m, 2H), 3.69-3.63 (m, 1H), 2.98 (d, J=17, 1H), 2.57 (dd, J=17, 10, 1H).LC-MS: Rt=1.26 min, [M+H]+=461.0HPLC (254.4 nm): Rt=3.10 min, 100percent

37418-88-5, 37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Novo Nordisk A/S; US7115624; (2006); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

58546-89-7, Benzofuran-5-amine is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,58546-89-7

PREPARATION VIII N-(4-fluorobenzoyl)-5-aminobenzofuran The title compound is obtained from 4-fluorobenzoyl chloride and 5-aminobenzofuran by the procedure of Preparation VI.

58546-89-7 Benzofuran-5-amine 1477152, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; EP875513; (1998); A1;; ; Patent; Eli Lilly and Company; US5874427; (1999); A;,
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Benzofuran | C8H6O – PubChem

7168-85-6, 7-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7168-85-6

A mixture of 500 mg (3.38 mmol) 7-methoxy-1 -benzofuran in anhydrous THF (30 mL) was cooled to -78 C. 3.2 mL (5 mmol) of a 1.6 M solution of n-butyllithium in hexane was added and the resulting mixture stirred for 1 h at -78C. 1.37 mL (5 mmol) of tributyltin chloride was added. The reaction was stirred at rt over night. Methanol was carefully added and the solvent evaporated. The obtained residue was purified by flash chromatography to yield 1.3 g of crude product of the corresponding 2-stannylbenzofurane, which was used without further purification.

7168-85-6 7-Methoxybenzofuran 590462, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer Intellectual Property GmbH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark, Jean; BOeMER, Ulf; GUeNTHER, Judith; HITCHCOCK, Marion; WO2013/34570; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4265-16-1,Benzo[b]furan-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

In the glove box,Cs2CO3 (0.6 mmol) and benzofuran-2-carbaldehyde (0.2 mmol) were weighed into 25 mL of the reaction tube,Measure the amount of DMA (1 mL) into the reaction tube.A bromodifluoromethylphosphonium salt (0.6 mmol) was weighed,Treated with DMA (2 mL)Inhalation into the syringe.Stirred at room temperature,A DMA solution of bromodifluoromethylphosphonium salt was injected into the reaction tube at a rate of 0.5 mL / h with a syringe pump.After the injection, the reaction is over. The solution in the reaction tube was transferred to a separatory funnel, 15 mL of water was added, extracted three times with dichloromethane (10 mL x 3), and the organic phases were combined and washed three times with water (10 mL x 3). The final obtained organic phase was dried over anhydrous sodium sulfate, and the solid was filtered off, the solvent removed by rotary evaporation, on a silica gel column with n-pentane and ethyl acetate as eluent, to give the final isolated product difluoromethyl, yield 72%, purity> 99.9%., 4265-16-1

As the paragraph descriping shows that 4265-16-1 is playing an increasingly important role.

Reference£º
Patent; Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences; Xiao, Jichang; Deng, Zuyong; Lin, Jinhong; (37 pag.)CN106146556; (2016); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196799-45-8,2,3-Dihydrobenzofuran-7-carbaldehyde,as a common compound, the synthetic route is as follows.

(4′-(Pyridin-2-yl)tetrahydrospiro[bicyclo[3.1.0]hexane-3,2′-pyran]-4′-yl)ethylamine (68E) (0.22 g, 0.808 mmol) dissolved in dichloromethane (10 mL)In the middle, sodium sulfate (0.57g, 4.04mmol)And 2,3-dihydrobenzofuran-7-carbaldehyde (0.144 g, 0.97 mmol) was added to the reaction.The reaction was carried out overnight at room temperature. Sodium borohydride(0.046 g, 1.10 mmol) was added to the reaction, and the reaction was stirred for 10 minutes.Further methanol (10 mL) was added and the reaction was stirred for 1 hour.The reaction was quenched with water and aqueous was extracted with dichloromethane (20mL¡Á3).The combined organic phases were washed with a saturated sodium chloride solution (30 mL).Dry with anhydrous sodium sulfate, filter, and concentrate the filtrate.Column chromatography on crude product (dichloromethane/methanol (v/v) = 50:1 to 20:1)Obtaining a yellow oily liquidN-((2,3-dihydrobenzofuran-7-yl)methyl)-2-(4′-(pyridin-2-yl)tetrahydrospiro[bicyclo[3.1.0]hexane-3, 2′-pyran]-4′-yl)ethylamine (76B) (0.22 g, yield: 67.5%)., 196799-45-8

The synthetic route of 196799-45-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Zhu Fengfei; Chen Qingping; Wang Chengtao; (251 pag.)CN109206417; (2019); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

16859-59-9, 3-Hydroxyisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

16859-59-9, General procedure: 2-Formylbenzoic acid (1a; 1.0 equiv) and DMAP (0.1 equiv) were dis-solved in CH2Cl2 (0.15 M), producing a colorless clear solution. Thedesired carboxylic anhydride (2.0 equiv) and triethylamine (1.0equiv) were subsequently added and the reaction mixture was stirredat r.t. until complete conversion of the starting material was achieved(monitored by TLC). The solvent was removed under reduced pres-sure and the crude products were purified by column chromatogra-phy (n-hexane/EtOAc, 2:1).

The synthetic route of 16859-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Niedek, Dominik; Schuler, Soeren M.M.; Eschmann, Christian; Wende, Raffael C.; Seitz, Alexander; Keul, Felix; Schreiner, Peter R.; Synthesis; vol. 49; 2; (2017); p. 371 – 382;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2-(2-Furyl)-5,5-dimethyl-4-oxo-4,5-dihydro-3-furancarbonitrile (3a). To a stirred solutionoffuran-2-carboxylic acid (1a) (112 mg,1 mmol) and 4-hydroxy-4-methyl-2-pentynenitrile (2a) (135 mg,1.2 mmol) in MeCN (5 mL), Et3N (101 mg,1 mmol) was added dropwise over 1 min. The reaction mixture was irradiated with microwave at 100 C at 1.2 atm for 2 h (or was stirred at 100 C for 5 h). The residue was concentrated and washed with a mixture of C5H12-(CH3)2CO, 5:1 and 3:1, and then recrystallized with (CH3)2CO to give the desired product 3a as colorless crystals (172 mg, 85% or163 mg, 80% at 100C);

496-41-3, The synthetic route of 496-41-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Trofimov, Boris A.; Stepanov, Anton V.; Malkina, Anastasiya G.; Volostnykh, Olga G.; Shemyakina, Olesya A.; Ushakov, Igor A.; Synthetic Communications; vol. 45; 23; (2015); p. 2718 – 2729;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.

General procedure: Classical heating procedure A: 1g of Al2O3-KF was added to the benzofuranone derivative (0.6 mmol) and the aldehyde (1.0-1.5 eq) dissolved in acetonitrile (1-2 mL). The mixture was evaporated under vacuum and the resulting solid was heated at 70 C until TLC showed disappearance of the starting material (3-8 h). The mixture was extracted with ethanol and Al2O3-KF was removed by filtration. The filtrate was evaporated under reduced pressure to afford the corresponding crude aurone., 15832-09-4

As the paragraph descriping shows that 15832-09-4 is playing an increasingly important role.

Reference£º
Article; Boussafi, Karima; Villemin, Didier; Bar, Nathalie; Belghosi, Mabrouk; Journal of Chemical Research; vol. 40; 9; (2016); p. 567 – 569;,
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Benzofuran | C8H6O – PubChem