Category: benzofuran

652-39-1, 4-Fluoroisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 5-fluoro-2-methyl-2,3-dihydrophthalazine-1,4-dione and 8-fluoro-2-methyl-2,3-dihydrophthalazine-1,4-dione A mixture of 4-fluoroisobenzofuran-1,3-dione (5.0 g, 30.10 mmol) and methylhydrazine (40percent aq., 3.5 g, 30.10 mmol) in ethanol (100 mL) was heated at reflux for 15 h, at which time LCMS indicated that the reaction had gone to completion. The mixture was concentrated under reduced pressure to give the mixture of title compounds (3.5 g, 60percent yield) (2 : 1 ratio of regioisomers) as a yellow solid. This crude material was used in the next step without further purification. LCMS M/Z (M+H) 195. Step 2: 4-chloro-5-fluoro-2-methylphthalazin-1(2H)-one and 4-chloro-8-fluoro-2-methylphthalazin-1(2H)-one A mixture of 5 or 8-fluoro-2-methyl-2,3-dihydrophthalazine-1,4-dione (3.5 g, 18.03 mmol) in POCl3 (50 mL) was heated at reflux for 15 h, at which time LCMS indicated that the reaction had gone to completion. The mixture was concentrated under reduced pressure, the residue was quenched by addition a saturated aqueous solution of NaHCO3 (100 mL), and then extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (petroleum ether : Ethyl acetate = 5: 1) to give the title compounds (1.2 g, 31percent yield) (2 : 1 ratio of regioisomers) as a white solid. LCMS M/Z (M+H) 213.

The synthetic route of 652-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; (179 pag.)WO2016/36954; (2016); 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.569-31-3,6,7-Dimethoxy-3H-1-isobenzofuranone,as a common compound, the synthetic route is as follows.

To a solution of compound 31a (6.31 g, 32.5 mmol) in acetonitrile (60 mL) was added NCS (4.77 g, 35.7 mmol). After stirring at 60 C. for 1 hour, the insoluble matter was collected by filtration, whereby Compound 31b was obtained.

569-31-3 6,7-Dimethoxy-3H-1-isobenzofuranone 68437, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXO GROUP LIMITED; YAMAWAKI, KENJI; YOKOO, KATSUKI; SATO, JUN; KUSANO, HIROKI; AOKI, TOSHIAKI; LIAO, XIANG MIN; PEARSON, NEIL DAVID; PENDRAK, ISRAIL; THALGI, REEMA; (373 pag.)JP6377570; (2018); B2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

610-93-5, 6-Nitroisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a screw top vial (5 mL) under N2 containing freshly distilled toluene (0.6 mL) were successively added an aromatic nitro compound (0.60 mmol), InI3 (14.9 mg, 0.030 mmol), and TMDS (318 muL, 1.80 mmol). After the vial was sealed with a cap that contained a PTFE septum, the mixture was stirred at 60 C (bath temperature), and monitored via TLC analysis. Sat. aq NaHCO3 solution (5 mL) was added to the resultant mixture, which was then extracted with EtOAc (3 ¡Á 6 mL). The combined organic phases were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (n-hexane-EtOAc, 9:1 to 4:1) to afford the corresponding aniline derivative.

As the paragraph descriping shows that 610-93-5 is playing an increasingly important role.

Reference£º
Article; Sakai, Norio; Asama, Shun; Konakahara, Takeo; Ogiwara, Yohei; Synthesis; vol. 47; 20; (2015); p. 3179 – 3185;,
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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 Obtaining 2-(2,3-dihydrobenzofuran-5-yl)-acetamide [Show Image] 5 ml of DMF and a solution of 45 ml (0.617 moles) of thionyl chloride in 100 ml of acetonitrile were added consecutively to a solution of 100 g (0.560 moles) of (2,3-dihydrobenzofuran-5-yl)-acetic acid in 900 ml of acetonitrile. The reaction mixture was maintained at 45C for 4 hours. Once the reaction was finished, the obtained solution was cooled at 15C and was slowly added during approximately one hour to a mixture consisting of 800 ml of 25% NH3 aqueous solution and 400 ml of acetonitrile cooled at 5C. Once the reaction mixture was added, it was maintained at room temperature for 4 hours. Then 800 ml of water were added and it was stirred for 30 minutes; the obtained phases were separated and the aqueous phase was extracted with 2x 100 ml of acetonitrile. The combined extracts were concentrated under vacuum to a final volume of 500 ml. The obtained suspension was maintained under stirring at 5C for 30 minutes and the solid was isolated by filtration, obtaining 96.5 g (97% yield) of a white solid having the following spectroscopic properties: 1H NMR (400 MHz, DMSO): 3.09 (2H, t, J=8Hz), 3.26 (2H, s), 4.45 (2H, t, J=8Hz), 6.64 (1H, d, J=8Hz), 6.81 (1H, s), 6.93 (1H, d, J=8Hz), 7.09 (1H, s), 7.34 (1H, s) ppm. 13C NMR (100 MHz, DMSO): 29.12 (CH2), 41.69 (CH2), 70.79 (CH2), 108.39 (CH), 125.7 (CH), 127.09 (C), 128.21 (C), 128.33 (CH), 158.30 (C), 172.89 (C) ppm. LRMS (electrospray, positive ion): m/z [M++Na+] 199.8

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; Ragactives, S.L.; EP2236509; (2010); A1;,
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Benzofuran | C8H6O – PubChem

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: To a solution of aldehyde 1 (1 equiv.) in tetrahydrofuran (THF) was slowly added 1.0 M allyl magnesium bromide (2 equiv.) at 0 oC. Some of the aldehydes 1f-1m, 1w, and 1x were treated with the solution of zinc and allyl bromide instead of allyl magnesium bromide because allyl magnesium bromide did not work properly. The reaction mixture was warmed to room temperature and stirred for 2-12 h. Saturated NH4Cl aqueous solution was added to the mixture and it was poured into ethyl acetate and extracted with ethyl acetate 2 times. The combined organic layers were washed with brine, dried with Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography (Hexane/Ethyl acetate) to give compounds 2 (26-99% of yield).

4265-16-1 Benzo[b]furan-2-carboxaldehyde 61341, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Lee, Sun-Mi; Lee, Won-Gil; Kim, Young-Chul; Ko, Hyojin; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5726 – 5729;,
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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.102308-43-0,4-Bromo-2-benzofuran-1[3H]-one,as a common compound, the synthetic route is as follows.

To a stirring solution of 3,4-dimethoxy-2-(methoxymethyl)phenylboronic acid(compound 301)(2.3 g, 10.79 mmol) in dimethylformamide (25 mL) under nitrogen atmosphere, were added cesium carbonate (10.52 g, 32.31 mmol),tetrakis(triphenylphosphine)palladium(0) (623 mg, 0.539 mmol) and 4- bromoisobenzofuran-l(3H)-one (5.2 g, 21.5 mmol) and the resultant reaction mixture was heated to 80 C for 3 h. The reaction mixture was filtered off and the filtrate was extracted with ethyl acetate (3 x). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification by column chromatography (silica gel, 0-30% ethyl acetate in pet ether) afforded 4-(3,4-dimethoxy-2-methoxymethoxy-phenyl)-3H-isobenzofuran-l-one as a solid.

102308-43-0 4-Bromo-2-benzofuran-1[3H]-one 11593715, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; LEO PHARMA A/S; NIELSEN, Simon Feldbaek; HORNEMAN, Anne Marie; LAU, Jesper Faergemann; LARSEN, Jens Christian H¡ãjland; WO2011/134468; (2011); A1;,
Benzofuran – Wikipedia
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28281-76-7, 5-Methoxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-methoxyphthalic anhydride (27.8 g, 0.16 mol) and formamide (175 ml) was stirred and held at 2100C for 5 hours and was then allowed to cool to room temperature overnight. The solid material was filtered off, washed sequentially with water (100 ml), 50% aqueous acetone (50 ml) and diethyl ether (200 ml) and sucked dry under reduced pressure to afford A- methoxyphthalimide (21.3 g, 77%) as a pale yellow solid. 1H NMR (DMSOd6) 11.15 (1 H, br s), 7.74 (1H, d), 7.33-7.28 (2H, m), 3.92 (3H1 s).

28281-76-7 5-Methoxyisobenzofuran-1,3-dione 639748, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44029; (2008); 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.89877-62-3,3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.

1-Bromo-6-cyanophthalide (65) 6-Cyanophthalide (64, 2.73 g, 17.2 mmol) was dissolved in carbon tetrachloride (120 mL). 3-Chloroperbenzoic acid (100 mg) and N-bromosuccinimide (3.20 g, 17.9 mmol) were added. Light was applied with a 250 W lamp and the reaction mixture was heated at reflux for 24 h. The solvent was removed and the residue purified by silica gel column chromatography, eluting with ethyl acetate-hexane, 1:7. The product was obtained as a white solid (2.32 g, 56.7%): mp 132-134 C. IR (Film) 3090, 3064, 3032, 2992, 2235, 1788, 1738, 1428, 1295, 1227, 1119, 990, 717, 664 cm-1; NMR (300 MHz, CDCl3) delta 8.23 (s, 1H), 8.05 (dd, J=1.1 Hz, J=8.1 Hz, 1H), 7.79 (d, J=7.9 Hz, 1H), 7.44 (s, 1H); 13C NMR (75 MHz, CDCl3) delta 165.1, 152.2, 138.3, 130.0, 125.0, 121.5, 116.8, 115.3, 73.4; CIMS m/z (rel intensity) 238 (MH+, 13), 160 [(MH-Br)+, 100].

The synthetic route of 89877-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CUSHMAN, MARK S.; NGUYEN, TRUNG X.; CONDA-SHERIDAN, MARTIN M.; US2013/345252; (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.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.

To a solution of 2-12 (450 mg, 2.74 mmol) in anhydrous acetic acid (4.9 ml/mmol) was added the 3-chloro-4-hydroxybenzaldehyde (2.74 mmol), followed by dropwise addition of concentrated HCl (0.3 ml/mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with distilled water (100 ml) and stirred for 15 min. The precipitate formed was filtered under suction to yield aurone 6-12 which was used without further purification, yellow solid, yield 91.6%. M.p. 210-212 C, 1H NMR (DMSO-d6, 500 MHz): delta 8.0 (d,J 2 Hz, 1H), d 7.79 (dd, J1 2 Hz, J2 8.6 Hz, 1H), 7.68 (d,J 8.6 Hz, 1H), 7.17 (d, J 2 Hz, 1H), 7.08 (d, J 8.5 Hz, 1H), 6.85 (dd,J1 2.1, J2 8.5 Hz, 1H), 6.79 (s, 1H), 3.93 (s, 3H).

The synthetic route of 15832-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liew, Kok-Fui; Chan, Kit-Lam; Lee, Chong-Yew; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 195 – 210;,
Benzofuran – Wikipedia
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10242-12-3, 5-Nitrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 177 (342 mg, 1.649 mmol) and compound 175 (287 mg, 1.269 mmol) were dissolved in DMF (10 mL). EDC (316 mg, 1.649 mmol) and DMAP (77 mg, 0.634 mmol) were added and the reaction was stirred under Ar at rt overnight. The crude reaction mixture was directly purified by silica gel chromatography to yield compound 178 (63 mg, 12% yield). LCMS = 4.74 mm (8 mm method). Mass observed (ESI): 415.9 (M+H). ?H NMR (400 MHz, DMSO-d6): 2.60 (t, J= 6.7 Hz, 2H), 3.50 (q, J= 6.5 Hz, 2H), 3.62 (s, 3H), 3.97 (s, 3H), 7.62 (s, 1H), 7.96 (d, J= 9.1 Hz, 1H), 8.02 (t, J= 6.1 Hz, 1H), 8.07 (s, 1H), 8.35 (dd, J= 9.1, 2.5 Hz, 1H), 8.83 (d, J= 2.4 Hz, 1H), 11.30 (s, 1H).

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