Category: benzothiophene

6179-28-8, Benzo[b]thiophen-6-ylmethanol is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound B-201 (2.0 g, 12 mmol) and manganese dioxide (1 1 g, 0.12 mol) in dichloromethane (40 mL) was stirred at room temperature for 12 hours. On completion, the mixture was filtered, and the resulting filtrate was concentrated in vacuo to give crude compound B-202 (1.5 g, 76% yield) as a colorless oil. LCMS: (ES+) m/z (M+H)+ – 163.2, tR= 0.721 ., 6179-28-8

6179-28-8 Benzo[b]thiophen-6-ylmethanol 13540121, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23046-03-9,5,6-Dimethoxybenzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 2 5,6-Dimethoxybenzothiophen-2-nitrile The amide compound prepared in Reference Example 1 (13.5 g, 56.9 mmol) was dissolved in pyridine (70 mL). To the solution at 10 C. or lower was added dropwise trifluoroacetic anhydride (40 mL). After stirring at 0 C. for 1 hour, water (200 mL) was added and the precipitated crystals were collected by filtration to give the title compound (11.2 g, 90%) as opalescent crystals. Melting point=121, to 123 C. 1H-NMR (DMSO-d6, 270 MHz) delta=8.13 (bs, 1H), 7.66 (s, 1H), 7.48 (s, 1H), 3.88 and 3.85 (2s, each 3H)., 23046-03-9

23046-03-9 5,6-Dimethoxybenzo[b]thiophene-2-carboxylic acid 268620, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Tsunoda, Hidetoshi; Fukuzawa, Nobuyuki; Chiba, Kyoko; Nakao, Toshifumi; Asada, Noriaki; Takebayashi, Nozomi; Kibayashi, Kenji; Migita, Hideyuki; Morikawa, Maki; US2003/109570; (2003); A1;,
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4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2¡Á100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g). The 5-bromobenzothiophene-3-carboxaldehyde (1.20 g, 4.98 mmol) and sulfamide (4.0 g, 42 mmol) were combined in anhydrous ethanol (25 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.207 g, 5.47 mmol) was added. After five hours, water (50 ml) was added and the solution was extracted with chloroform (3¡Á50 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to provide the title compound as a yellow solid.1H NMR (DMSO-d6): delta 8.12 (1H, d, J=1.8 Hz), 7.97 (1H, d, J=8.6), 7.71 (1H, s), 7.52 (1H, dd, J=8.6, 1.9 Hz), 7.12 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.28 (2H, d, J=6.2 Hz).

4923-87-9, The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191449; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191450; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191452; (2007); A1;,
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6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6314-28-9

Reference Example 152 1-[(2-Benzothienylcarbonyl)amino]cyclohexanecarboxylic acid phenylmethyl ester Under ice-cooling, 5.9 g (31 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 5 g (28 mmol) of 2-benzothiophenecarboxylic acid, 6.5 g (28 mmol) of 1-aminocyclohexanecarboxylic acid phenylmethyl ester and 4.5 g (29 mmol) of 1-hydroxybenzotriazole in methylene chloride. After the mixture was stirred at room temperature overnight, the reaction solvent was distilled off under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate twice. The obtained organic layer was washed with a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and then saturated brine, it was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, diethyl ether was added to the obtained residue, and the mixture was stirred overnight. The crystal was collected by filtration and heated and dried under reduced pressure to obtain 10 g (91%) of the title compound. 1H-NMR (CDCl3, delta): 1.25-1.78 (6H, m), 1.93-2.05 (2H, m), 2.12-2.25 (2H, m), 5.18 (2H, s), 6.24 (1H, s), 7.20-7.38 (5H, m), 7.38-7.51 (2H, m), 7.77 (1H, s), 7.80-7.91 (2H, m)

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; SEIKAGAKU CORPORATION; EP1975162; (2008); A1;,
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5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5381-20-4, General procedure: A stirred mixture of heterocycle-carboxaldehyde 5(1.0 mmol) and p-toluene-sulfonylmethyl isocyanide (TosMIC)(1.1 mmol, 0.21 g) in 1:1 DME/MeOH (15 mL, both anhydrous) wasrefluxed with Ambersep 900(OH) ion exchange resin (2.0 g, exchangecapacity 1.18 meq/mL) for 2 h. The reaction mixture wasfiltered, the resin was washed by MeOH twice (2 5 mL), and thecombined filtrates were concentrated under reduced pressure togive the crude product, which was purified by column chromatography on silica gel (eluent: petroleum ether/acetone 4:1) to afford the pure compound 6.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Article; Zhang, Ming-Zhi; Jia, Chen-Yang; Gu, Yu-Cheng; Mulholland, Nick; Turner, Sarah; Beattie, David; Zhang, Wei-Hua; Yang, Guang-Fu; Clough, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 669 – 674;,
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24434-84-2, Benzo[b]thiophene-3-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a two-necked flask equipped with a reflux condenser were placed RhH(PPh3)4 (4 mol%, 11.5 mg), 1,2-bis(diphenylphosphino)ethane (8 mol%, 8.0 mg), 1,3-benzothiazole 5 (0.25 mmol, 27.3 mL), and (alpha-phenylthio)isobutyrophenone 6 (0.25 mmol, 64.0 mg) in chlorobenzene (0.25 mL) under an argon atmosphere, and the solution was heated at reflux for 3 h. The mixture was purified by flash column chromatography on silica gel giving 7 (55.8 mg, 92%) and isobutyrophenone 8 (34.3 mg, 93%) with the recovery of 5 (3.5 mg, 10%) and 6 (0.8 mg, 1%)., 24434-84-2

The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arisawa, Mieko; Toriyama, Fumihiko; Yamaguchi, Masahiko; Tetrahedron Letters; vol. 52; 18; (2011); p. 2344 – 2347;,
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310466-38-7, 4-Fluorobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme IA, step A: To a solution of 4- and 6-fluorobenzo[b]thiophene (1.70 g, 11.2 mmol) in dry THF (50 mL) at -78 C. was added 1.6 M n-BuLi in hexanes (9.08 mL, 14.5 mmol). The solution was stirred at -78 C. for 35 min. N-t-Butoxycarbonyl-4-piperidone (2.67 g, 15.6 mmol) dissolved in THF (10 mL) was added via a cannula at -78 C. The reaction mixture was kept at -78 C. for 1.5 h then allowed to warm to room temperature. The reaction was then quenched with 150 mL of saturated aqueous NH4Cl solution. The mixture was extracted (3¡Á300 mL) with EtOAc. The combined organic layers were dried over MgSO4 and filtered. The filtrate was concentrated and purified by medium pressure chromatography (silica gel, 20% EtOAc/hexanes) to give the intermediate title compound as a white foam (2.24 g, 57%). mp 48-51 C. IR (CHCl3) 3350 (br), 1682,1250 cm-1. Ion Spray MS 352 (M+H)+; 234 (M-(BOC+H2O)+; 278 (M-73)+ (base peak); 410 (M+CH3COO-)-.

310466-38-7, As the paragraph descriping shows that 310466-38-7 is playing an increasingly important role.

Reference£º
Patent; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2003/232833; (2003); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 3-chloro-2-methylbenzenesulphonyl chloride (46 mg, 0.20 mmol) in dichloromethane (2 mL) was added pyridine (40 muL, 0.48 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-benzo [b] thiophene-2-carboxylic acid methyl ester (40 mg, 0.19 mmol) was added. The resulting mixture was stirred for 2 h at room temperature, then saturated NaHCO3 solution (6 mL) was added and the mixture was extracted into ethyl acetate (12 mL). The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a pale yellow solid (65 mg, 85%), single spot at Rf 0.52 (2: 1 hexane: ethyl acetate). mp 173.6-174. 2C, HPLC purity 99% (tR 2.13 min in 10% water- acetonitrile).’H NMR (CDCI3) : 5 7.91 (1H, s), 7.88 (1H, d, J=7.9 Hz), 7.70 (1H, d, J=8.7 Hz), 7.55-7. 52 (2H, m), 7.18 (1H, t, J=8.0 Hz), 7.12 (1H, dd, J=8.7, 2.2 Hz), 6.98 (1H, s, N-H), 3.92 (3H, s), 2.73 (3H, s). LCMS: 394.12 (M-). FAB-MS (MH+, C17H14CINO4S2) calcd 395.0053, found 395.0045., 20699-85-8

Big data shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
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5381-25-9, 1-Benzothiophene-3-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The starting aryl carboxylic acid (1.0 equiv) was added as a 0.5 M solution in dry CH2Cl2 to a dry round-bottom flask charged with a stir bar under nitrogen atmosphere. The solution was then cooled to 0C. Catalytic DMF (few drops to 1mL) was then added. Oxalyl chloride (1.2 equiv) was added over 1min with stirring at 0C using a needle to vent into a balloon. After 15min, the reaction was allowed to warm to room temperature with continued stirring. Upon completion, the reaction was concentrated under reduced pressure; the generated acid chloride was re-dissolved in dry THF to make a 1M solution, and the solution was added slowly to the prepared enolate at-78C. The enolate was prepared by first adding MeOAc (1.05 equiv) to a dry flask charged with a stir bar under nitrogen. The flask was cooled down to-78C to which LHMDS (1M in THF, 2.10 equiv) was added dropwise and stirred for 45minat-78C. The reaction was monitored by TLC until complete conversion of the acid chloride was observed. Upon completion, the reaction was quenched with NH4Cl (aq) at-78C, extracted with EtOAc three times, dried over Na2SO4, and filtered through a celite plug. The combined organic layers were concentrated under reduced pressure and purified by flash chromatography on silica gel using EtOAc/Hexanes as the mobile phase., 5381-25-9

Big data shows that 5381-25-9 is playing an increasingly important role.

Reference£º
Article; Martin, M. Cynthia; Sandridge, Matthew J.; Williams, Corey W.; Francis, Zola A.; France, Stefan; Tetrahedron; vol. 73; 29; (2017); p. 4093 – 4108;,
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5381-20-4,5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2′-Hydroxyacetophenone (1 mmol) and substituted aromatic aldehyde (1 mmol) were mixed together along with pyrrolidine (0.5 mmol) and iodine (0.05 mmol) in DMSO solvent (10 mL). The resulting mixture was then heated at 150 C for the given time. After completion of reaction (monitored by TLC) the reaction mass was allowed to cool and diluted with ethyl acetate (20 mL). Resulting solution was then washed with water and saturated sodium thiosulfate solution followed by drying over anhydrous sodium sulfate and concentrating under reduced pressure to furnish the crude product. The residue obtained was purified by column chromatography using petroleum ether-ethyl acetate as an eluent to afford flavones (3a-r).

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Naik, Mayuri M.; Tilve, Santosh G.; Kamat, Vijayendra P.; Tetrahedron Letters; vol. 55; 22; (2014); p. 3340 – 3343;,
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