Category: benzofuran

942-06-3, 4,5-Dichlorophthalic Anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5.1.20 5,6-Dichlorophthalide (41) Anhydride 40 (9.53 g, 42.6 mmol) was dissolved with stirring in THF (80 mL) and the solution was cooled to 0 ¡ãC under an Ar atmosphere. NaBH4 (1.63 g, 43.1 mmol) was added slowly in a single portion, and the mixture was stirred with cooling to 0 ¡ãC for 50 min. The mixture was removed from the ice-water bath and warmed to room temperature for 17 h. MeOH (20 mL) was added slowly and cautiously to the obtained suspension. The mixture was concentrated in vacuo. Dilute, aqueous HCl (0.1 M, 24 mL) was added to the residue. After stirring the mixture for 10 min, it was filtered. The collected solids were vigorously heated at reflux in PhMe (100 mL) with pTsOH¡¤H2O (0.15 g), using a Dean-Stark trap to collect H2O, for 30 h 15 min. The mixture was concentrated in vacuo. The residue was washed with H2O (50 mL) and the solid was azeotroped with PhMe (10 mL) and dried under high vacuum to provide 41 (6.41 g, 74percent) as a white solid, Rf (SiO2, CHCl3) 0.55: mp 157-160 ¡ãC. 1H NMR (300 MHz, DMSO-d6) delta 8.14 (s, 1H), 8.04 (s, 1H), 5.40 (s, 2H); CIMS m/z (rel intensity) 203/205/207 (MH+, 100/71/14)., 942-06-3

942-06-3 4,5-Dichlorophthalic Anhydride 70334, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Beck, Daniel E.; Lv, Wei; Abdelmalak, Monica; Plescia, Caroline B.; Agama, Keli; Marchand, Christophe; Pommier, Yves; Cushman, Mark; Bioorganic and Medicinal Chemistry; vol. 24; 7; (2016); p. 1469 – 1479;,
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1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 7 (1 eq) and 1,1?-carbodiimidazole (1.2 eq) in anhydrous THF was stirred for 1h then substituted aniline (0.9 eq) was added at room temperature. After stirring for 14 h, solvent was evaporated then the mixture acidified with 6N HCl to pH 2. The mixture was extracted with EtOAc (3 ¡Á 20 mL). The combined extracts were dried over anhydrous Na2SO4and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:3 – 1:50)., 1914-60-9

The synthetic route of 1914-60-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Choi, Minho; Jo, Hyeju; Park, Hyun-Jung; Sateesh Kumar, Arepalli; Lee, Joonkwang; Yun, Jieun; Kim, Youngsoo; Han, Sang-Bae; Jung, Jae-Kyung; Cho, Jungsook; Lee, Kiho; Kwak, Jae-Hwan; Lee, Heesoon; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2545 – 2549;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

To a solution of 2,3-dihydrobenzofuran (1 g, 8.3mmol) in DCM (10mL) was added acetyl chloride (1.3g, 16.6mmol) and AICI3 (3.3g, 24.6mmol) slowly at -10C. The reaction mixture was stirred at -10C for 3h. The TLC showed the reaction to be complete. The reaction mixture was diluted with 5% aqueous HCI (10ml_) and extracted with DCM (3×1 OmL). The combined organic layers were washed with saturated aqueous bicarbonate solution (100ml_), brine (100ml_), dried (Na2S04), filtered and concentrated under reduced pressure to afford 1-(2,3- dihydrobenzofuran-5-yl)ethan-1-one as a brown liquid. Yield: 1.34g (97%); MS (ESI+) for CHNOS m/z 163.0[M+H]+; 1 H NMR (400 MHz, CDCI3): <5 7.86 (s, 1 H), 7.79 (d, J = 8.4Hz, 1 H), 6.80 (d, J = 8.4 Hz, 1 H), 4.66 (t, J = 8.8 Hz, 2H), 3.25 (t, J = 8.8 Hz, 2H), 2.52 (s, 3H)., 496-16-2

As the paragraph descriping shows that 496-16-2 is playing an increasingly important role.

Reference£º
Patent; DISCUVA LTD.; MEO, Paul; KHAN, Nawaz; CHARRIER, Cedric; (252 pag.)WO2019/86890; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6296-53-3,N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide,as a common compound, the synthetic route is as follows.,6296-53-3

A stirred mixture of 5-amino-5-(3-ethoxy-4-methoxyphenyl)pentan-3-ol hydrochloride(1.15 g, 3.97 mmol), 3-acetamidophthalic anhydride (0.82 g, 3.97 mmol) and triethylamine (0.4 g, 3.97 mmol) in DMF (20 ML) was heated at 80-90¡ã C. for 6 hours. The mixture was then concentrated in vacuo. The residue was dissolved in ethyl acetate (80 ML), washed with water (30 ML), brine (30 ML) and dried over magnesium sulfate. The solvent was removed in vacuo and the residue was purified by chromatography (silica gel, methylene chloride:ethyl acetate 8:2) to give N-{2-[1-(3-ethoxy-4-methoxyphenyl)-3-hydroxypentyl]-1,3-dioxoisoindolin-4-yl}acetamide (1.35 g, 77percent); 1H NMR (CDCl3) delta9.52 (s, 1H), 8.71 (d, J=8.4 Hz, 1H), 7.63 (t, J=7.6 Hz, 1H), 7.48 (d, J=7.3 Hz, 1H), 7.09-7.07 (m, 2H), 6.83-6.80 (m, 1H), 5.61-5.55 (J=3.9, 11.9 Hz, 1H), 4.11 (q, J=6.9 Hz, 2H), 3.84 (s, 3H), 3.47 (m, 1H), 2.97-2.86 (m, 1H), 2.25 (s, 3H), 2.06-1.95 (m, 1H), 1.78 (b, 1H), 1.62-1.52 (m, 2H), 1.45 (t, J=7.0 Hz, 3H), 0.95 (t, J=7.3 Hz, 3H); 13C NMR (CDCl3) delta170.39, 169.23, 168.11, 148.94, 148.14, 137.32, 135.83, 131.81, 131.19, 124.72, 120.30, 117.94, 115.31, 112.87, 111.09, 70.01, 64.36, 55.86, 51.29, 37.92, 30.46, 24.92, 14.73, 9.90.

6296-53-3 N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide 226121, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Celgene Corporation; US6667316; (2003); B1;,
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Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A three-neck 5 L 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 degassed three 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 cannula and the mixture was again degassed three times. The mixture was then heated at 85 C. for 5 hr. Analysis by HPLC-MS indicated the reaction was not complete. The mixture was stirred at 85 C. for 5 more h. The mixture was then cooled to return to room temperature for overnight. 2-MethylTHF (2 L) and brine were added, and the mixture was stirred for 5 min. The layers were separated and the aqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4 L 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 dichloromethane to afford the title compound. MS [M+H]+=221.

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; Merck Sharp & Dohme Corp.; Biswas, Dipshikha; Ding, Fa-Xiang; Dong, Shuzhi; Gu, Xin; Jiang, Jinlong; Pasternak, Alexander; Suzuki, Takao; Vacca, Joseph; Xu, Shouning; (81 pag.)US2017/37037; (2017); 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.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

A schlenk tube was charged with boronic acid 15 (152 mg, 1.25 mmol, 1.25 equiv), Pd(PPh3)4(57.5 mg, 0.0500 mmol, 0.05 equiv), Na2CO3 (265 mg, 2.50 mmol, 2.50 equiv), DME (1.5mL) and H2O (3.5 mL). After degassing the mixture, 5-bromobenzofuran (7c) (196 mg, 1.00mmol, 1.0 equiv) was added. The mixture was heated to 90 C and stirred overnight under N2. Then, the mixture was filtered through a plug of celite, and diluted with CH2Cl2 (10 mL). Theorganic layer was washed with 1 M NaOH (10 mL), brine (10 mL), dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by columnchromatography (SiO2; pentane) to afford 7d as a white solid (174 mg, 0.900 mmol, 90%).Rf (pentane): 0.6.1H NMR (400 MHz, CDCl3) delta 7.82 (d, 1 H, J = 1.4 Hz; FuranH), 7.68 (d, 1 H, J = 2.2 Hz;ArH), 7.65 (dd, 2 H, J = 8.5, 1.3 Hz, ArH), 7.60 (d, 1 H, J = 8.5 Hz; ArH), 7.56 (dd, 1 H, J =8.6, 1.3 Hz, ArH), 7.48 (t, 2 H, J = 7.4 Hz, ArH), 7.38 (t, 1H, J = 7.4 Hz; ArH) 6.84 (d, 1 H, J= 1.4 Hz; FuranH) 13C NMR (101 MHz, CDCl3) delta 154.5, 145.6, 141.6, 136.4, 128.7, 127.9,127.4, 126.8, 123.9, 119.7, 111.5, 106.8. The NMR data correspond to the literature., 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Yifan; Waser, Jerome; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1763 – 1767;,
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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.,196799-45-8

(R)-2-(9-(pyridin-2-yl)-6-dioxaspiro[4.5]decane-9-yl)ethylamine (Intermediate 1)(0.260 g, 1.0 mmol) was dissolved in dichloromethane (10 mL)Further sodium sulfate (0.71 g, 5.0 mmol)And 2,3-dihydrobenzofuran-7-formaldehyde (74B) (0.18 g, 1.2 mmol)The reaction was added and the reaction was continued overnight at room temperature. Sodium borohydride (0.06 g, 1.2 mmol)After the reaction was added, the reaction was stirred for 10 minutes, and then methanol (10 mL) was added.The reaction was stirred for 1 hour. The reaction was quenched with water and the aqueous phase was treated with dichloromethane.Extraction of the alkane (20 mL ¡Á 3), combining the organic phases,Wash with saturated sodium chloride solution (30 mL), dry over anhydrous sodium sulfate and filtered. After the filtrate is concentrated, the crude product is purified by column chromatography (dichloromethane/methanol (v/v) = 50:1 to 20:1) to give a yellow oily liquid.(R)-N-((2,3-dihydrobenzofuran-7-yl)methyl)-2-(9-(pyridin-2-yl)-6-oxaspiro[4.5]decane- 9-yl)ethylamine (74C)(0.18 g, yield: 45.9%).

196799-45-8 2,3-Dihydrobenzofuran-7-carbaldehyde 2795018, abenzofuran compound, is more and more widely used in various fields.

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

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, 2,2,2-trichloroethyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate 2 To a suspension of 6-aminoisobenzofuran-1(3H)-one 1 (Maybridge, 13.43 g, 90 mmol) in dichloromethane (DCM, 200 mL) at 0 C. was added 2,2,2-trichloroethyl carbonochloridate 1a (18.23 mL, 135 mmol) and pyridine (17.79 mL, 180 mmol). The reaction mixture was stirred at room temperature (RT, ca. 25 C.) for 1 h. Thin layer chromatography (TLC) and high performance liquid chromatography (HPLC) showed the reaction was complete. The reaction mixture was filtered and washed with DCM (2*30 mL) to afford carbamate 2 as a white solid (17.03 g, 58%). LCMS: [M+l]=324.

57319-65-0 6-Aminoisobenzofuran-1(3H)-one 93631, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; CHOWDARI, Naidu S.; Gangwar, Sanjeev; Sufi, Bilal; US2013/209494; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55745-70-5,2,3-Dihydrobenzo[b]furan-5-carbaldehyde,as a common compound, the synthetic route is as follows.

(a) 7-bromo-2,3-dihydro-l-benzofuran-5-carbaldehydeTo a solution of 2,3-dihydro-l-benzofuran-5-carbaldehyde (1.0 g, 6.75mmol) in glacial aGetic acid (8 ml) was added sodium acetate (664mg, 8.1mmol) and bromine (0.7ml, 13.5mmol) at 10C slowly. The reaction was stirred for 2h at room temperature. The reaction was diluted with a saturated aqueous solution of sodium thiosulfate (10 ml), washed with a saturated aqueous solution of sodium bicarbonate, and then extracted with ethyl acetate. Organics were combined, dried over sodium sulfate and dried in vacuo to give the desired compound (1.4 g, 91%). MS (+ve ion electrospray): m/z 227 (M+H)+.

55745-70-5, 55745-70-5 2,3-Dihydrobenzo[b]furan-5-carbaldehyde 735901, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/71936; (2007); A1;,
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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.

NBS (53.4 g, 300 mmol, 1.5 eq) was added portion wise to a solution of phthalide (Sl-I) (26.83 g, 200 mmol. 1 O eq) in a mixture of TFA (100 mL) and sulfuric acid (45 mL) at rt over 9 h. The reaction mixture (an orange solution) was stirred at rt for about 60 h. (Crude NMR showed the reaction is complete.) Then the reaction mixture was poured onto ice, extracted with methylene chloride (3 x 300 mL). The combined organic phase was dried over MgSO4, filtered and concentrated to afford a yellow solid. The residue was purified by flash-column chromatography (5-10% ethyl acetate-hexanes) to afford the desired product Sl-2 (white solid, 28.17g, 66%) and the other regioisomer S3-1 (white solid, 12.7g, 30%). 1H NMR (400 MHz, CDCl3) 8 8.04 (d, J= 1.8 Hz, 1 H), 7.78 (dd, J= 1.8, 7.9 Hz, 1 H), 7.37 (d, J= 7.9 Hz, 1 H), 5.26 (s, 2 H)., 87-41-2

87-41-2 Isobenzofuran-1(3H)-one 6885, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; TETRAPHASE PHARMACEUTICALS, INC.; CLARK, Roger, B.; HUNT, Diana, Katharine; PLAMONDON, Louis; SUN, Cuixiang; XIAO, Xiao-Yi; ROeNN, Magnus; WO2010/132670; (2010); A2;,
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Benzofuran | C8H6O – PubChem