Heterocyclic Building Block-benzofuran

496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 1 Synthesis of 2,3-Dihydrobenzofuran-5-carbaldehyde 2,3-Dihydrobenzofuran (100.0 g, 832.3 mmol) and N,N-dimethylformamide (133.8 g, 1830.6 mmol) were mixed and heated, and phosphorus oxychloride (255.2 g, 1643.0 mmol) was added dropwise thereto at an inner temperature of 70 to 80 C. over 2 hours. The mixture was heated to an inner temperature of 80 to 90 C., stirred for 7.5 hours, cooled and then added dropwise to 1000 g of water, followed by stirring at room temperature for 5 hours. After extracting with toluene and washing in turn with water, saturated sodium bicarbonate water and water, the organic layer was concentrated under reduced pressure to obtain a toluene solution of the title compound (yield: 340 g, apparent yield: 100%), 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ishida, Hajime; Fukuta, Makoto; US2004/18239; (2004); A1;,
Benzofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

A three-neck 5L round bottomed flask equipped with a stir bar, Firestone valve, thermocouple, condenser and heating mantle was charged with tri-t-butyl phosphonium tetrafluoroborate (500 mg, 1.72 mmol), palladium (II) acetate (250 mg, 1.1 mmol) and 5-bromo-2-benzofuran-1(3H)- one (100 g, 470 mmol). DMF (1.88 L) was added to the flask, and the mixture was degassedthree times by alternating vacuum and nitrogen purge. Commercially available bromo( 1,3 – dioxolan-2-ylmethyl)zinc solution (1.03 L, 516 mmol) was added via canula and the mixture was again degassed three times. The mixture was then heated at 85 OC for 5 h. Analysis by HPLCMS indicated the reaction was not complete. The mixture was stirred at 85 OC for 5 more h. The mixture was then allowed to return to room temperature for overnight. 2-methylTHF (2L) and brine were added, and the mixture was stirred for 5 mm. The layers were separated and theaqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4L each), dried over MgSO4, filtered, and concentrated. The crude product was purified by flash chromatography (1.5 kg silica cartridge), eluting with 0-20% ethyl acetate in dichlromethane to afford 5 -(1,3 -dioxolan-2-ylmethyl)-2-benzofuran- 1(311)-one. LC-MS (IE, m/z): 221 [M+1]+., 64169-34-2

The synthetic route of 64169-34-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; TANG, Haifeng; FRIE, Jessica; FERGUSON, Ronald Dale; GUO, Zhiqiang; SHI, Zhi-Cai; CATO, Brian; FU, Qinghong; WO2015/65866; (2015); A1;,
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496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2,3-Dihydrobenzofuran-5-sulfonyl chloride To 3.35 g of dimethylformamide, at 0 C. under an atmosphere of nitrogen, added 6.18 g of sulfuryl chloride. The mixture was stirred 15 min and treated with 4.69 g of 2,3-dihydrobenzofuran. The mixture was then heated at 100 C. for 1.5 h, cooled to about 40 C., poured onto ice, extracted with CH2 Cl2, dried over MgSO4, filtered, and concentrated in vacuo. The residue was taken up in ethyl acetate, cooled to 5 C. for 16 h, and the resultant pink crystals collected by vacuum filtration to provide 6.12 g of the title product. TLC: Rf=0.41, 10% ethyl acetate in hexane. (1 H)-NMR (CDCl3) consistent with structure., 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Vertex Pharmaceuticals, Incorporated; US5783701; (1998); A;,
Benzofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

5-Bromoisobenzofuran-1(3H)-one (18.0 g, 84.5 mmol) was dissolved in DMF (18 mL), and 3-fluorophenol (11.5 mL, 126.8 mmol) and sodium methoxide (28% methanol solution, 24 g, 126.8 mmol) were added. A trap bulb of an evaporator was connected, a nitrogen balloon was set, and the mixture was refluxed under heating at 130C for 10 hr. The reaction mixture was allowed to cool to room temperature, water (100 mL) and 4 mol/L aqueous sodium hydroxide solution (30 mL) were added, and the mixture was washed once with each of diethyl ether (200 mL) and toluene (550 mL). The aqueous layer was adjusted to pH 1-2 by adding 4 mol/L hydrochloric acid (about 20 mL), ethanol (70 mL) was added to a dark-brown aqueous solution, and the mixture was stirred at room temperature overnight. The precipitated crystals were collected by suction filtration with a Hirsch funnel, and washed twice with a mixed solvent of ethanol/water =1/1 (20 ml) to give 4-bromo-2-[(3-fluorophenoxy)methyl]benzoic acid (20.5 g, 75%). ESIMS m/z: 323, 325 (M – H)-; 1H NMR (270MHz, CDCl3, delta): 5.48 (s, 2H), 6.66-6.86 (m, 3H), 7.21-7.32 (m, 1H), 7.58 (dd, J = 8.5, 2.0 Hz, 1H), 7.99 (d, J = 2.0 Hz, 1H), 8.03 (d, J = 8.5 Hz, 1H)., 64169-34-2

64169-34-2 5-Bromoisobenzofuran-1(3H)-one 603144, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Kyowa Hakko Kirin Co., Ltd.; YAMAMOTO, Keisuke; TAMURA, Tomohiro; NAKAMURA, Rina; UENO, Kimihisa; HOSOE, Shintaro; EP2740730; (2014); 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.87-41-2,Isobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

To a solution of phthalide (2.5 g, 18.65 mmol) in conc.H2S04 was added a solution of potassium nitrate (2.22 g, 18.65 mmol) in cone. H2S04. The reaction mixture was stirred at 0C for 30 minutes and quenched with water and filtered. The filtrate was concentrated and purified by column chromatography to afford 1.00 g of the title product. 1H NMR (300 MHz, DMSO-Je): delta 5.45 (s, 2H), 7.72 (d, / = 8.4 Hz, 1H), 8.58 (d, / = 8.1 Hz, 1H), 8.78 (s, 1H)., 87-41-2

As the paragraph descriping shows that 87-41-2 is playing an increasingly important role.

Reference£º
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/72825; (2013); A1;,
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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;,
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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

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;,
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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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