Category: benzofuran

4265-16-1, Benzo[b]furan-2-carboxaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Ku-76 in the above reaction formula was synthesized as follows (a in the reaction formula).A THF solution (15 mL) of ethyl 2- (bis (2-isopropylphenoxy) phosphoryl) acetate (4.3 g, 10.7 mmol) was cooled to -78 degrees under an argon atmosphere, and Triton B (5.5 mL, 14.0 mmol) was added. .After stirring for 20 minutes, a THF solution (10 mL) of cinnamic aldehyde (1.32 g, 10.0 mmol) was added.After 1 hour, saturated aqueous ammonium chloride solution was added to the reaction, and the mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic layer was washed with saturated brine, dried over magnesium sulfate, and the reduced pressure solvent was distilled off.The crude product was produced by silica gel column chromatography (ethyl acetate in hexane, 3% to 5%) to give 1.57 g (78%, Z: E = 85: 15) of ester ku-76 as a pale yellow oil ., 4265-16-1

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

Reference£º
Patent; Tokyo University of Agriculture and Technology; Fujii, Yoshiharu; Wasano, Naoya; Tamura, Naoyuki; Shindo, Mitsuru; Matsumoto, Kenji; (51 pag.)JP2019/189648; (2019); A;,
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77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

77095-51-3, Benzofuran-6-carboxylic acid (50.0 g, 0.308 moles), toluene and a catalytic amount of dimethyl formamide (DMF) are added, in sequence, to a reactor in N2 atmosphere. The suspension is heated under stirring to 55¡À5C. SOCl2 (0.370 moles) dissolved in toluene is added slowly, maintaining the temperature at 55¡À5C until conversion is complete. The solution is then concentrated under vacuum until an almost solid yellow residue is obtained. Residue = 55.6 g, molar yield = quantitative. ?HNMR (300MHz, CDC13): d 8.32 (s,lH), 8.01 (dd,l H,J;=8.3 l Hz J2=l .34Hz), 7.87 (d, 1 H, =2.08 Hz), 7.69 (d, 1 H, J=8.31 Hz), 6.88 (br d, 1 H).

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; OLON S.P.A.; BERTOLINI, Giorgio; FELICIANI, Lazzaro; LONGONI, Davide; SADA, Mara; VALLI, Matteo; (22 pag.)WO2019/239364; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

57319-65-0, A solution of NaNO2 (2.2 g, 0.040 mol) in H2O (22 mL) was added to a mixture of 6-aminoisobenzofuran-1(3H)-one (5.0 g, 0.030 mol) in HBr (70 mL, 48%) over 5 min at 0 C. The mixture was stirred for 20 minutes before it was pipetted into an ice cold solution of CuBr (22 g, 0.21 mol) in HBr (48%, 23 mL). The resulting dark brown mixture was stirred for 20 min and was then diluted with H2O (200 mL) to produce an orange precipitate. The precipitate was filtered off, treated with sat. NaHCO3 solution, and extracted with EtOAc (20 mL*3). The organics were dried over Na2SO4 and evaporated in vacuo to give 6-bromoisobenzofuran-1(3H)-one (5.4 g, 84%). 1H NMR (300 MHz, CDCl3) delta 8.05 (d, J=1.8, 1H), 7.80 (dd, J=8.1, 1.8, 1H), 7.39 (d, J=8.1, 1H), 5.28 (s, 2H).

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

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-12-3,5-Nitrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Compound 1 (300 mg) and HATU (551 mg) were dissolved in DMF (10 mL),DIEA (561 mg) was added dropwise thereto, and after stirring at room temperature for 15 minutes,Dimethylamine (2.2 mL, 2.0 M in THF) was then added to the reaction system.Stir for 20 hours at room temperature, dilute with saturated ammonium chloride solution, extract with ethyl acetate,The combined organic phases were dried over anhydrous sodium sulfate, the solvent was removed under reduced pressure,The obtained residue 2 (crude, 320 mg) was used directly in the next reaction.

10242-12-3, The synthetic route of 10242-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Hongyi Biological Technology Co., Ltd.; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Wu Rongguang; Li Jia; Yi Dewu; Zhou Yubo; Ye Wei; Wang Peipei; Xiang Junfeng; Zhang Kaixiang; Hu Xiaobei; (61 pag.)CN110872296; (2020); A;,
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641-70-3, 3-Nitrophthalic anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

641-70-3, Example 1. Obtaining 5-nitro-2,3-dihydrophthalazine-1,4-dione A glass flask of the volume 1 I provided with an agitator, a thermometer, a condenser and a capillary was filled with 600 ml of icy acetic acid and 154.5 g (0.8 mole) of 3-nitrophthalic acid anhydride, thereafter it was heated to the temperature of 11O0C and gradually 44.1 g (0.88 mole) of hydrazine hydrate was added. Next the reaction mixture was kept at the state of boiling for 30 minutes thereafter it was cooled to the temperature of 8O0C, the crystals of 5-nitro-2,3-dihydrophthalazine-1 ,4-dione were filtered, the sediment was washed on a filter with 50 ml of acetic acid and two times with 40 ml of distilled water. The total amount of 5-nitro-2,3-dihydrophthalazine- 1 ,4-dione was 228.7 g, the yield was 92%.

The synthetic route of 641-70-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABIDOPHARMA PL SP. Z.O.O; ABIDOV, Admir, Musaevich; ISHMURATOV, Aleksei Silantievich; VILKIN, Vitalij; DANILOVA, lrina Georgievna; WO2010/82858; (2010); A2;,
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Benzofuran | C8H6O – PubChem

81742-10-1, 3,6-Dichlorotrimellitic Anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

81742-10-1, 4-(naphth-2-yl)-2-fluoro-1,3-dihydroxybenzene 14 (760 mg, 2.988 mmol) obtained from Example 3, anhydrous 2,5-dichlorotrimellitic acid 23 (780 mg, 2.988 mmol, PE Applied Biosystems, Foster City, CA (AB) Part No. 361892), nitrobenzene (5 mL), and aluminum chloride in nitrobenzene (15 mL, 1 M, Aldrich Chemical) were mixed and the mixture was stirred at room temperature for 16 hours. The reaction mixture was added to ice water (100 mL) and was poured into a magnetically stirred mixture of ethyl acetate (100 mL), 10% HCl (100 mL) was added, and aluminum salt was dissolved. The organic layer was washed with water (100 mL ¡Á 2) and washed with brine (100 mL ¡Á 1), dried over sodium sulfate, filtered, and the solvent was removed. The product was obtained as an isomeric mixture. The product was purified by silica gel column chromatography (silica gel,10% methanol in dichloromethane mobile phase) to obtain the desired slow moving isomer 340 mg (22%) .

The synthetic route of 81742-10-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; APPLIED BIOSYSTEMS Ltd. LIABILITY COMPANY; BENSON, SCOTT CONRAD; MENCHEN, STEVEN MICHAEL; THEISEN, PETER DAVID; UPADHYA, KRISHNA GAJANAN; HAUSER, JOAN DALE; (37 pag.)JP2015/57478; (2015); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

81742-10-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.81742-10-1,3,6-Dichlorotrimellitic Anhydride,as a common compound, the synthetic route is as follows.

4-(naphth-2-yl)-2-fluoro-1,3-dihydroxybenzene 14 (100 mg, 0.4 mmol) obtained from Example 3, anhydrous 2,5-dichlorotrimellitic acid 23 (52 mg, 0.2 mmol, AB part 361892), and methanesulfonic acid (5 mL) at 120-130C, and the mixture was stirred for 2 hours. Then,the mixture was mixed with ice water (50 mL), cooled and precipitate was formed. The precipitated dye was extracted with ethyl acetate (100 mL), the extract was washed with water (50 mL ¡Á 2) and washed with brine (50 mL ¡Á 1). The resulting mixture was dried over sodium sulfate, filtered, and solvent was removed and the crude pigment was obtained as two isomers. The obtained isomers can be separated by thin-layer chromatography (silica gel,Mobile phase of dichloromethane: methanol: acetic acid 100: 10: 2 (by volume)), and 60 mg (41%) of the desired slowly moving isomer was obtained.

81742-10-1 3,6-Dichlorotrimellitic Anhydride 15883776, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; APPLIED BIOSYSTEMS Ltd. LIABILITY COMPANY; BENSON, SCOTT CONRAD; MENCHEN, STEVEN MICHAEL; THEISEN, PETER DAVID; UPADHYA, KRISHNA GAJANAN; HAUSER, JOAN DALE; (37 pag.)JP2015/57478; (2015); 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.10242-12-3,5-Nitrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Compound 177 (2.0 g, 9.66 mmol) and beta-alanine methylester?HC1 (1.752 g, 12.55 mmol) were dissolved in DMF (48.3 mL). EDC (2.41 g, 12.55 mmol) and DMAP (0.59 g, 4.83 mmol) were added and the reaction was stirred under Ar at rt for 2 d. An additional amount of beta-alanine methylester?HC1 (337 mg), EDC (462 mg), and DMAP (147 mg) were added and stirred for an additional night. The reaction was cooled in an ice bath and then water was added to precipitate the desired compound. The solution was filtered to obtain compound 181 (2.82 g, 100% yield), which used without further purification. LCMS = 4.33 mm (8 mm method). Mass observed (ESI): 293.0 (M+H). ?H NMR (400 MHz, CDC13): 2.70 (t, J= 5.8 Hz, 2H), 3.75 (s, 3H), 3.76 – 3.81 (m, 2H), 7.30 (s, 1H), 7.59 (s, 1H), 7.63 (d, J = 9.1 Hz, 1H), 8.34 (dd, J= 9.1, 2.3 Hz, 1H), 8.62 (d, J= 2.3 Hz, 1H)., 10242-12-3

The synthetic route of 10242-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

6296-53-3, N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6296-53-3

Example 13 N-{2-[1-(3-Cyclopropylmethoxy-4-methoxy-phenyl)2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide To a solution of i-(3-cyclopropylmethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethylamine (1.0 g, 3.3 mmol) in acetic acid (10 mL), was added 3acetamido-phthalic anhydride (1.37 g, 6.7 mmol) and sodium acetate (0.54 g, 6.7 mmol). The mixture was heated at reflux temperature overnight. The solvent was removed in vacuo. The resulted oil was extracted with ethyl acetate (50 mL) and water (30 mL). The organic layer was washed with water (30 mL*2) and brine (30 mL) and dried over magnesium sulfate. The solvent was removed in vacuo and the resulted oil was purified by silica gel column to give N-{2-[1-(3-cyclopropylmethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide as a white solid (340 mg, 21percent): mp 102-104¡ã C.; 1H-NMR (CDCl3) delta 0.35-0.37 (m, 2H, c-CH2), 0.62-0.67 (m, 2H, c-CH2), 0.88-0.93 (m, 2H, c-CH2), 1.25-1.32 (m, 1H, c-CH), 2.25 (s, 3H, CH3), 2.87 (s, 3H,CH3), 3.75 (dd, J=4, 15 Hz, 1H, CHH), 3.83-3.85 (m, 5H, OCH2+OCH3), 4.53 (dd, J=10, 15 Hz, 1H, CH2), 5.85 (dd, J=4, 10 Hz, 1H, NCH), 6.84 (d, J=8 Hz, 1H, Ar), 7.07-7.10 (m, 2H, Ar), 7.45 (d, J=5 Hz, 1H, Ar), 7.62 (t, J=8 Hz, 1H, Ar), 8.72 (d, J=8 Hz, 1H, Ar), 9.45 (s, 1H, NHCO); 13C NMR (CDCl3) delta 1.6, 3.2, 3.3, 24.7, 41.4, 48.3, 54.2, 55.8, 73.9, 111.5, 113.1, 115.0, 118.0, 120.3, 124.7, 129.1, 130.9, 135.9, 137.2, 148.6, 149.8, 167.2, 169.0, 169.3. Analy. Calculated for C24H26N2O7S: C, 59.25; H, 5.39; N, 5.76. Found: C, 59.00; H, 5.36; N, 5.55.

The synthetic route of 6296-53-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Muller, George W.; Man, Hon-Wah; US2006/84815; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-41-3,Benzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Trifluoroacetic acid (2 ml) was added to a solution of (S)-1-((6S,7S,9aR)-6- hydroxy-3-oxo-octahydro-pyrrolo[1,2-a]azepin-7-ylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester (158 mg, 0.4 mmol) in CH2Cl2 (2 ml) at rt. The reaction mixture was stirred for 1 hr at rt, then was concentrated under the reduced pressure. After drying under the vacuum, the residue was dissolved in DMF (3 ml) followed by the addition of benzofuran-2-carboxylic acid (76 mg, 0.47 mmol), hydroxybenztriazole (69 mg, 0.51 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl (97 mg, 0.51 mmol), and diisopropylethylamine (0.18 ml, 1.03 mmol). The reaction mixture was stirred for overnight at rt, and DMF was removed under the reduced pressure, then was diluted with EtOAc (70 ml), washed with cold 1N HCl (50 ml), sat’d NAHC03 (50 ml), and brine (50 ml), dried over magnesium sulfate, filtered, concentrated in vacuo by rotary evaporation, and chromatographed on silica gel (2% to 5% MeOH/CH2Cl2) to yield the title compound (116 mg, 66% for two steps); 1H NMR (CDCl3)]: delta 0.99 (d, J = 6.3 Hz, 3H), 1.01 (d, J = 6.3 Hz, 3H), 1.50-1.96 (m, 8H), 2.10-2.20 (m, 1H), 2.38-2. 53 (m, 2H), 3.19 (d, J = 14.2 Hz, 1H), 3.66-3.75 (m, 1H), 3.81-3.93 (m, 2H), 4.10 (d, J = 15.2 Hz, 1H), 4.58-4.65 (m, 1H), 6.66 (brs, 1H), 7.01 (d, J = 8.1 Hz, 1H), 7.31-7.56 (m, 4H), 7.70 (d, J = 7.6 Hz, 1H); LCMS: 442.2 (MH+).

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/103574; (2003); A2;,
Benzofuran – Wikipedia
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