Category: benzofurans

27550-59-0, 5-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6th Stage: 4-[11-(acryloyl-methyl-amino)-undecyloxy]phthalic Acid (AAUPA) (0095) (0096) 4-hydroxyphthalic anhydride (6.70 g; 40.8 mmol), BHT (10 mg) and N-(11-bromoundecyl)-N-methyl acrylamide (13.00 g; 40.8 mmol) were dissolved in N,N-dimethylformamide (100 ml). Potassium carbonate (5.64 g; 40.8 mmol) was added. The yellow suspension was stirred at RT. Water (200 ml) was added to the reaction mixture after 20 d and the whole stirred for 1 h at RT. An oily white solid precipitated from the initially cloudy solution. The solvent was decanted off. The residue was dissolved in dilute aqueous Na2CO3 solution (5%; 100 ml). The milky/cloudy aqueous phase was washed with MtBE (5¡Á100 ml). Diluted hydrochloric acid (2N, 100 ml) was added to the water phase (pH=1) and extraction with MtBE (8¡Á100 ml) took place. The combined extracts were dried over Na2SO4, filtered and concentrated on the rotary evaporator. Chloroform (150 ml) was added to the residue and the whole stirred at RT. After 20 h the suspension was filtered. The filtration residue was washed with chloroform (50 ml) and discarded. The filtrate was concentrated on the rotary evaporator. The residue was dissolved in chloroform (50 ml). Acetonitrile (50 ml) was added. After 72 h storage at -18 C. the solvent was decanted off and the residue dried under a fine vacuum. 3.84 g (9.2 mmol; 22% yield) of a white solid was obtained (melting point: 95 C.), which dissolves very well e.g. in ethanol or acetone. (0097) 1H-NMR (DMSO-d6, 400 MHz): delta (2 isomers)=1.15-1.35 (m, 12H), 1.36-1.50 (m, 4H), 1.68-1.75 (m, 2H), 2.86 (s, 1.7H), 3.00 (s, 1.3H), 3.29-3.36 (m, 2H), 4.04 (t, 2H; J=6.4 Hz), 5.61-5.65 (m, 1H), 6.06-6.13 (m, 1H), 6.72 (dd, 1H; J=10.7 Hz, 16.9 Hz), 7.03-7.08 (m, 2H), 7.73 (d, 1H; J=8.4 Hz), 12.89 (br, 2H). (0098) 13C-NMR (DMSO-d6, 100 MHz): delta=24.3, 24.8, 25.2, 25.5, 27.3, 27.5, 27.6, 27.7, 27.8, 27.9, 32.2, 33.7, 45.8, 47.8, 66.9, 112.3, 114.2, 121.3, 125.6, 127.2, 127.6, 130.1, 136.0, 159.7, 164.0, 166.2, 168.1.

The synthetic route of 27550-59-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ivoclar Vivadent AG; Bock, Thorsten; Fischer, Urs Karl; Lamparth, Iris; Moszner, Norbert; Rheinberger, Volker; (9 pag.)US9393181; (2016); B2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7169-34-8,Benzofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: Coumaranone (1.00mmol) and aldehyde (1.00mmol) were combined in a dry microwave vial. 1ml of the deep eutectic solvent formed from a 1:2M ratio of choline chloride and urea was added. The reaction mixture was heated to 90C in a CEM Discover microwave with stirring for 30min. At this point, the reaction was cooled to room temperature and partitioned between water and methylene chloride. The organic layer was separated and concentrated to dryness in vacuo. Further purification was performed as noted.

7169-34-8 Benzofuran-3(2H)-one 23556, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Park, Hyo S.; Nelson, David E.; Taylor, Zachary E.; Hayes, James B.; Cunningham, Kirsten D.; Arivett, Brock A.; Ghosh, Rajarshi; Wolf, Larissa C.; Taylor, Kimberley M.; Farone, Mary B.; Handy, Scott T.; Farone, Anthony L; International Immunopharmacology; vol. 43; (2017); p. 116 – 128;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

28418-88-4, 4-Iodoisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.19 g of 1,1-dimethyl-2-methylthioethylamine compound of formula III was dissolved in 10 ml of acetonitrile.Under ice bath, it was added dropwise to a solution of 2.74 g of 3-iodophthalic anhydride compound of formula II and 10 ml of acetonitrile.Reacting at room temperature for 3 hours,The acetonitrile was distilled off under reduced pressure, and then 30 ml of toluene was added to the reaction flask to dissolve the residue.Then added dropwise to 3.15 g of trifluoroacetic anhydride,React at room temperature for 1 hour,After distilling off toluene under reduced pressure,A yellow oily liquid is obtained as a compound of formula IV.

The synthetic route of 28418-88-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; East China University of Science and Technology; Cao Song; Zhao Xianghu; He Jingjing; Li Jialu; Liu Yisen; Li Chunmei; Xu Sixue; Huang Qingchun; (19 pag.)CN110272361; (2019); 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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

Preparation 16 Preparation of 5-(2-hydroxyethyl) -2,3-dihydrobenzofuran A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g – see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0C. The mixture was allowed to warm to room temperature and stirred for 1 hour. water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2 x 50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as an oil, yield 3.3 g. 1H-N.M.R. (CDCl3 delta = 7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (brs, 1H) ppm.

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

Reference£º
Patent; Pfizer Limited; PFIZER INC.; EP505377; (1996); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-11-2,5-Bromobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 9b: 5-cyanobenzofuran-2-carboxylic acid5-Bromobenzofuran-2-carboxylic acid (482 mg, 2 mmol) and CuCN (213 mg, 2.4 mmol) were suspended in NMP (lOmL). The reaction was irradiated using a microwave at 200C for 20 minutes. The reaction mixture was dissolved in ethyl acetate and washed with water and brine. The organic layer was evaporated under vacuum. The product was purified using Varian HPLC (10%-95% ACN in H20: 25 minute gradient). The combined fractions were concentrated under vacuum to give the title compound (115 mg).

10242-11-2 5-Bromobenzofuran-2-carboxylic acid 735247, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; SENOMYX, INC.; TACHDJIAN, Catherine; LI, Xiaodong; KARANEWSKY, Donald S.; FOTSING, Joseph; PATRON, Andrew; DARMOHUSODO, Vincent; SELCHAU, Victor; CHING, Brett; WO2011/159781; (2011); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

To a stirred solution of 5-methoxybenzofuran (1) (0.50 g, 3.38 mmol) in dichloromethane (15 mL), boron tribromide (16.87 mL, 16.87 mmol, IM solution in dichloromethane) was added slowly at O0C. The reaction mixture was warmed to room temperature and stirred for 4 hours. The reaction mixture was then cooled to O0C, quenched with aqueous saturated NaHCO3 solution and extracted with dichloromethane (3 x 50 mL). The combined organic extracts were washed with brine (25 mL), dried over Na2SO4, and concentrated under reduced pressure to give compound (2) as an off white solid (300 mg) which was used in the next step without further purification. 1H NMR (400 MHz, CHLOROFORM-J) delta: 7.59 (d, J=I.95 Hz, 1 H), 7.35 (d, J=8.59 Hz, IH), 7.00 (d, J=2.73 Hz, IH), 6.80 (dd, 8.59, 2.74 Hz, IH), 6.67 (m, IH), 4.66 (s, IH)

The synthetic route of 13391-28-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; BJOeRK, Seth; DELISSER, Vern; JOHNSTROeM, Peter; NILSSON, Nils Anders; RUDA, Katinka; SCHOU, Per Magnus; SWAHN, Britt-Marie; WO2010/24769; (2010); 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.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

[0177] To a mixture of 5-bromo-2-benzofuran-1(3H)-one (2.0 g, 9.4 mmol) and NBS (2.2 g, 12 mmol) was addedtrifluoromethanesulfonic acid (10 ml) and the mixture was heated to 60 C for 16 hours. TLC showed two new spots,along with some unreacted SM. MPLC purification provided 4,5-dibromo-2-benzofuran-1(3H)-one. LC-MS (IE, m/z): 292[M + 1]+.

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

Reference£º
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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.

Step 3. 2~(2,3-dihydro-l~benzofuran-5-ylmethyl)-l-(3-rnethylbutyl)-N,N-bis(2,2,2-trifluoro- ethyI)-lH-benzimidazole-5-carboxamide[0168] To a mixture of 3-amino-4-[(3-methylbutyl)amino]-N,N-bis(2,2,2- trifluoroethyl)benzamide (Step 2 of the Example 1, 0.175g, 0.454 mmol, lequiv), 2,3-dihydro-l- benzofuran-5-ylacetic acid (0.089g, 0.50 mmol, 1.1 equiv) and HATU (0.19Og, 0.500 mmol, 1.1 equpsiloniv) was added a solution of DIPEA (160 muL, 0.92 mmol, 2equiv) in DMF (5 mL). The mixture was stirred overnight at room temperature. Complete consumption of the starting material was confirmed by LC-MS. DMF was removed under reduced pressure. Ethyl acetate was added to the resulting residue. The organic layer was washed once with a saturated aqueous <n=”54″/>NaHCtheta3 solution, once with brine and dried over anhydrous Na2SO4. Ethyl acetate was removed under reduce pressure. The resulting residue was dissolved in dichloroethane and a few drops of concentrated HCl were added. The mixture was stirred at 80 C for 3 hours. Complete consumption of the starting material was confirmed by LC-MS. Dichloromethane was added. The organic layer was washed once with a 2M aqueous NaOH solution, once with brine and dried over anhydrous Na2SO4. Dichloromethane was removed under reduced pressure. The resulting residue was purified by column chromatography on silica gel (hexanes/EtOAc, 50:50) to afford 2-(2,3-dmydro-l-benzofuran-5-ylmethyl)-l-(3-methylbutyl)-N,N-bis(2,2,2-trifluoro- ethyl)-lH-benzimidazole-5-carbochiamide (0.173 mg) in 72% yield. The product was dissolved in methanol (about 5 mL) and 1 equivalent of TFA was added. The mixture was stirred at room temperature for about 30 minutes. Methanol was removed under reduced pressure. Water was added and the resulting residue was lyophilized to afford 2-(2,3-dihydro-l-benzofuran-5- ymiethyl)-l-(3-me1hylbu1yl)-N,N-bis(2,2,2-trifluoro-e&yl)-lH-benzimidazole-5-carboxamide as the corresponding TFA salt. 1H NMR (400 MHz, METHANOL-D4) 6 ppm 0.96 (d, /=6.64 Hz, 6 H) 1.45 – 1.54 (m, 2 H) 1.63 – 1.75 (m, 1 H) 3.18 (t, /=8.79 Hz, 2 H) 4.32 – 4.44 (m, 6 H) 4.49 (s, 2 H) 4.54 (t, J=8.79 Hz, 2 H) 6.75 (d; /=8.20 Hz, 1 H) 7.07 (dd, J=8.20, 1.95 Hz, 1 H) 7.20 (s, 1 H) 7.58 (dd, /=8.50, 1.46 Hz, 1 H) 7.79 (d, /=0.78 Hz, 1 H) 7.87 (d, /=8.59 Hz, 1 H); MS (ESI) m/z 527.8 (MHhH)+; Anal. Calcd (%) for C26H27F6N3O2 + 1.0 TFA: C, 52.42; H, 4.40; N, 6.55. Found: C, 52.52; H, 4.27; N 6.18.

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

Reference£º
Patent; ASTRAZENECA AB; WO2007/91950; (2007); 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.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Example 5; Preparation of 5-(2,3-dihydrobenzofuran-5-yl)-3-(3-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy)benzyl)-5-methylimidazolidine-2,4-dione; 5-a) Preparation of 5-(2,3-dihydrobenzofuran-5-yl)-5-methylimidazolidine-2,4-dione; 2,3-Dihydrobenzofuran (10 g, 83.2 mmol) was dissolved in dichloromethane (400 mL). The resultant mixture was added sequentially with acetyl chloride (11.8 mL, 167 mmol) and aluminum chloride (33.3 g, 250 mmol) at -10 C., and stirred at -10 C. for 0.5 hour. The reaction solution was added with 5% aqueous solution of hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. 1-(2,3-Dihydrobenzofuran-5-yl)ethanone (13.4 g, yield 99%) was obtained as a colorless oil.1H-NMR (CDCl3) delta: 2.55 (3H, s), 3.25 (2H, t, J=8.6 Hz), 4.67 (2H, t, J=8.6 Hz), 6.80 (1H, d, J=8.1 Hz), 7.80 (1H, dd, J=1.9, 8.1 Hz), 7.85 (1H, d, J=1.9 Hz).

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

Reference£º
Patent; KOWA COMPANY, LTD.; US2010/48610; (2010); 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 6-methoxybenzofuran-3(2H)-one (58?mg, 0.354?mmol) in MeOH (5?mL) were added an aqueous solution of KOH (50%, 0.30?mL) and 3,4-dimethoxybenzaldehyde (59?mg, 0.354?mmol), and the mixture was stirred at room temperature for 2?h. The solid was then filtered, washed with cold MeOH and dried. The crude product was recrystallized from MeOH to afford 34 (25?mg, 23%) as a yellow solid. 1H NMR (CDCl3) delta 7.72 (d, 1H, J?=?8.3?Hz), 7.51 (d, 1H, J?=?1.9?Hz), 7.48 (dd, 1H, J1?=?8.3?Hz, J2?=?1.9?Hz), 6.94 (d, 1H, J?=?8.3?Hz), 6.80 (s, 1H), 6.77 (dd, 1H, J1?=?8.3?Hz, J2?=?2.1?Hz), 6.76 (s, 1H), 3.99 (s, 3H), 3.95 (s, 3H), 3.94 (s, 3H). 13C NMR (CDCl3) delta 183.0, 168.4, 167.4, 150.8, 149.2, 147.0, 126.0, 125.9, 125.6, 115.3, 113.9, 112.6, 112.2, 111.4, 96.8, 56.3, 56.2, 56.2. IR (ATR) upsilon 1596, 1516, 1442, 1424, 1292, 1283, 1261, 1169, 1145, 1122, 1091, 1043, 1015, 949, 896, 862, 835, 816, 771, 700?cm-1. HRMS (ESI) calc. for C18H17O5 [M + H]+ 313.1071, found 313.1065.

15832-09-4 6-Methoxy-3(2H)-benzofuranone 585368, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Olleik, Hamza; Yahiaoui, Samir; Roulier, Brayan; Courvoisier-Dezord, Elise; Perrier, Josette; Peres, Basile; Hijazi, Akram; Baydoun, Elias; Raymond, Josette; Boumendjel, Ahcene; Maresca, Marc; Haudecoeur, Romain; European Journal of Medicinal Chemistry; vol. 165; (2019); p. 133 – 141;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem