Month: October 2020

22720-75-8, 2-Acetylbenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of l-(benzo[b]thiophen-2-yl)ethanone (1 g) in dimethoxy-N,N-dimethyl- methanamine (10 mL) was refluxed for 6 h and then cooled to rt. The precipitate was filtered and washed with diethyl ether to afford the title compound (l.lg, 84percent).

22720-75-8, As the paragraph descriping shows that 22720-75-8 is playing an increasingly important role.

Reference£º
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16587-47-6,6-Methylbenzo[b]thiophene,as a common compound, the synthetic route is as follows.

EXAMPLE 24 [0196] Preparation of (2S)-(-)-1-(1H-2-Methylindol-4-yl)oxy-3-[(2R,4R)-2-methyl-4-(6-methylbenzo[b]thiophen-2′-yl)piperidinyl]-2-propanol oxalate. [CHEMMOL-00060] [0197] Preparation of N-t-Butoxycarbonyl-4-hydroxy-2-methyl-4-(6-methylbenzo[b]thiophen-2-yl)piperidine. [CHEMMOL-00061] [0198] Scheme IA, Step A: To a solution of 6-methylbenzo[b]thiophene (6.11 g, 41.21 mmol) in dry THF (90 mL) at -78 C. was added 1.6 M n-BuLi in hexanes (30.9 mL, 49.4 mmol). The solution was stirred at -78 C. for 40 min. The N-t-butoxycarbonyl-2-methyl-4-piperdone (5.27 g, 24.7 mmol) dissolved in THF (47 mL) was added via a cannula at -78 C. The reaction mixture as stirred at -78 C. for 3 h. The reaction was then quenched with 200 mL of water. The mixture was extracted (3¡Á200 mL) with EtOAc. The combined organic layers were dried over MgSO4 and filtered. The filtrate was concentrated and run through a column of silica gel (17% EtOAc/hexanes) to give the intermediate title compound with some unreacted N-t-butoxycarbonyl-2-methyl-4-piperidone as an orange oil (6.75 9, 45%). IR (KBr) 1680, 1418, 1366, 1158 cm-1. Ion Spray MS 420 (M+CH3COO-)-.

16587-47-6, As the paragraph descriping shows that 16587-47-6 is playing an increasingly important role.

Reference£º
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 61 (300 mg, 1.448 mmol) was dissolved in DMF (4.83 mL). Mel (109 pL, 1.737 mmol) was added, followed by K2C03 (300 mg, 2.171 mmol) and the reaction was stirred at rt overnight. Water was added to the reaction mixture to precipitate the product. The resulting slurry was filtered to obtain a brown solid. The crude product was purified by silica gel chromatography (10% to 100% EtOAc/hexanes) to obtain compound 64 as an orange solid (95 mg, 0.434 mmol, 30% yield). UPLCMS = 1.32 min (2.5 min method). Mass observed (ESI+): 222.4 (M+H).

20699-85-8, The synthetic route of 20699-85-8 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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

6314-28-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

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, and 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)

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SEIKAGAKU CORPORATION; US2009/111983; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1127-35-1,Benzo[b]thiophene-3(2H)-one 1,1-Dioxide,as a common compound, the synthetic route is as follows.

Benzo[b]thiophen-3(2H)-one 1,1-dioxide (BTD) (1mmol) and aldehyde2a-2d (1 mmol) were dissolved in 3 mL ethanol and refluxed for4-5 h. The progress of the reactionwas monitored by TLC. After completion,the reaction mass was cooled and filtered. The product obtainedwas crystallized from hot absolute ethanol (Scheme 1).2.2.1.1. 2-(Dibenzo[b,d]Furan-2-Ylmethylene)Benzo[b]Thiophen-3(2H)-One1,1-Dioxide (3a). Yellow solid, Yield: 68%, Melting point: 240-242 C, IR(KBr Pellet) cm-1 3371.57, 3095.75, 3068.75, 3020.53, 2900.94,2767.85, 2443.81, 2100.48, 1818.87, 1693.5, 1589.34, 1475.54, 1357.89,1288.45, 1193.94, 1161.15, 1056.99, 943.19, 879.54, 840.96, 808.17,746.45, 678.94, 609.51, 569, 534.28, 420.48. 1H NMR (500 MHz, CDCl3):delta 8.81 (d, J = 1.9 Hz, 1H), 8.27 (d, J = 2.0 Hz, 1H), 8.25 (s, 1H), 8.15 (d,J = 7.7 Hz, 1H), 8.10 (dd, J = 11.9, 7.7 Hz, 2H), 7.96 (t, J = 7.5 Hz, 1H),7.87 (t, J = 7.5 Hz, 1H), 7.74 (d, J = 8.6 Hz, 1H), 7.63 (d, J = 8.2 Hz,1H), 7.55 (t, J = 7.1 Hz, 1H), 7.44 (t, J = 7.5 Hz, 1H). 13C NMR(125 MHz, CDCl3): delta 178.85, 159.28, 156.94, 145.49, 144.29, 136.49,134.15, 133.37, 132.46, 129.61, 128.41, 126.94, 125.76, 125.59, 124.85,123.70, 123.17, 121.47, 121.34, 112.89, 112.00. CHN Analysis- Found: C,69.97; H, 4.36%;molecular formula C21H12O4S requires C, 69.99; H, 4.36%.

1127-35-1, 1127-35-1 Benzo[b]thiophene-3(2H)-one 1,1-Dioxide 70780, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Bhagwat, Archana A.; Mohbiya, Dhanraj R.; Avhad, Kiran C.; Sekar, Nagaiyan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 203; (2018); p. 244 – 257;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

a) 7-Bromo-1-benzothiophene-2-carboxaldehyde To a solution of diisopropylamine (0.7 mL, 4.93 mmol) in dry tetrahydrofuran (10 mL) under nitrogen at 0 C. was added n-butyllithium (1.6M in hexanes) (3.1 mL, 4.93 mmol) over 5 min. After 10 min, this solution was added to 7-bromo-1-benzothiophene (1.0 g, 4.69 mmol) in dry tetrahydrofuran (10 mL) at -78 C. The reaction mixture was maintained at this temperature for 1 h, then dimethylformamide (0.55 mL, 7.03 mmol) added dropwise. After 10 min, the reaction was quenched by addition of acetic acid (2 mL) and water (25 mL). The solution was extracted into diethyl ether, washed with water, dried (Na2SO4), filtered and evaporated in vacuo, to yield 7-bromo-1-benzothiophene-2-carbaldehyde as a white solid., 1423-61-6

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

(2) Preparation of 1-(3a,7a-dihydro-1-benzothien-3-yl)-2-(methylamino)ethanol. Potassium hydroxide (3.11 g) and H2O (0.12 mL) are added to acetonitrile (50 mL). Trimethylsulfonium iodide (5.65 g) and thianaphthene-3-carboxaldehyde (4.50 g) are then added. The reaction mixture is heated to 60 C. for 4 h. The reaction mixture is allowed to cool to room temperature and is then diluted with Et2O (25 mL). The precipitate is filtered off, and the filtrate is concentrated in vacuo. The resulting crude material is dissolved in methanol (40 mL) and added to a solution of methylamine in methanol (2M, 100 mL). The reaction mixture is stirred at room temperature for 3 d. The reaction mixture is concentrated in vacuo. The resulting brown oil is purified via column chromatography (CHCl3/methanol, 95/5, 90/10; CHCl3/methanol/NH4OH, 90/10/1) to yield 1.75 g of the title compound as a yellow solid. Physical characteristics: Mp 98-102 C.; 1H NMR (400 MHz, DMSO-d6) delta 7.98-7.90, 7.51, 7.60, 7.40-7.33, 5.43, 5.04, 2.80, 2.34; MS (ESI+) m/z 208 (M+H)+.

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Strohbach, Joseph Walter; Tanis, Steven P.; Moon, Malcolm Wilson; Nieman, James A.; Beauchamp, Thomas J.; Northuis, Jill M.; McGhee, William D.; US2003/207877; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.346592-74-3,7-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

2-Fluorothiophenol (4.14 g, 32.6 mmol) was dissolved in anhydrous THF (100 mL). Potassium tert-butoxide (1.0 M in THF, 35.8 mL) was added and the suspension was stirred at room temperature for 15 minutes. 2-Chloroacetaldehyde dimethyl acetal was added and the mixture was stirred for 3 days. Water (100 mL) was added and the solution was extracted with diethyl ether (3¡Á100 mL). The extracts were concentrated to a yellow oil and chromatographed (5 to 20% ethyl acetate in hexane) to yield 1-(2,2-dimethoxy-ethylsulfanyl)-2-fluoro-benzene (6.42 g) as a colorless oil. Chlorobenzene (25 mL) was heated to reflux and polyphosphoric acid (1 mL) was added. The 1-(2,2-dimethoxy-ethylsulfanyl)-2-fluoro-benzene was then added slowly turning the solution dark. After 3 hours of heating, the reaction was cooled to room temperature and diluted with water (50 mL). The solution was extracted with benzene (2¡Á50 mL). The extracts were concentrated and chromatographed (0 to 15% ethyl acetate in hexane) to yield 7-fluorobenzothiophene (0.77 g). The 7-fluorobenzothiophene (0.77 g, 5.1 mmol) and dichloromethyl methyl ether (0.872 g, 7.6 mmol) were dissolved in anhydrous DCM (25 mL). Titanium tetrachloride (1.0 M in DCM, 7.6 mL, 7.6 mmol) was added, turning the solution dark. After 30 minutes 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¡Á50 mL). The extracts were concentrated and chromatographed (0 to 15% ethyl acetate in hexane) to yield 7-fluorobenzothiophene-3-carboxaldehyde (0.642 g). The 7-fluorobenzothiophene-3-carboxaldehyde (0.642 g, 3.77 mmol) and sulfamide (1.7 g, 18 mmol) were combined in anhydrous ethanol (20 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.148 g, 3.92 mmol) was added. After two hours, water (25 ml) was added and the solution was extracted with chloroform (3¡Á25 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to yield the title compound as a yellow solid.1H NMR (DMSO-d6): delta 7.78 (1H, d, J=8.0 Hz), 7.43-7.50 (1H, m), 7.27 (1H, dd, J=10.3, 7.9 Hz), 7.14 (1H, t, J=6.4 Hz), 6.74 (2H, br s), 4.31 (2H, d, J=6.4 Hz).

346592-74-3, The synthetic route of 346592-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191449; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95-15-8

j00275j To a solution of benzo[blthiophene (2.0 g, 15 mmol) in tetrahydrofuran (20 mL) at -70 C under nitrogen was added dropwise n-butyllithium (2.5 M in hexane, 12 mL, 30 mmol). The reaction mixture was stirred at this temperature for 30 mm. Then N-bromosuccinimide (5.3 g, 30 mmol) was added, and the resulting solution was allowed to warm from -70 C to room temperature over 1 hour. On completion, the mixture was quenched with saturated aqueous ammonium chloride (20 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic phases were concentrated in vacuo, and the residue was purified by silica gel chromatography [petroleum ether: ethyl acetate = 100:11 to give compound B-i (0.50 g, 16% yield) as a white solid.

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

34761-09-6, Ethyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 3-aminobenzo[b]thiophene-2-carboxylate 7 (0.9 mmol) in glacial acetic acid (5ml) water solution of NaNO2( 1.8 mmol) was added dropwise. The mixture was left under stirring for 2h at rt. Then ammonium acetate (32.4 mmol) and an appropriate primary amine 9a-e (10 mmol) were added. The precipitate was filtered off, and the crude was recrystallized from ethanol., 34761-09-6

As the paragraph descriping shows that 34761-09-6 is playing an increasingly important role.

Reference£º
Article; Lauria, Antonino; Alfio, Alessia; Bonsignore, Riccardo; Gentile, Carla; Martorana, Annamaria; Gennaro, Giuseppe; Barone, Giampaolo; Terenzi, Alessio; Almerico, Anna Maria; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3291 – 3297;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem