Category: benzothiophene

146137-92-0, Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 5; A mixture of 5.00 g of methyl 5- ( trifluoromethyl ) benzo [ b] thiophene-2-carboxylate, 4.00 g of sodium carbonate, 20 ml of water and 60 ml of methanol was stirred at 80C for 3 hours The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was recrystallized from water to obtain 5.10 g of sodium 5- ( trifluoromethyl ) benzo[ b] thiophene-2-carboxylate (hereinafter referred to as “the present compound 5”) .[ The present compound 5]^-NMR (DMSO-d6) delta: 8.22(s, 1H) , 8.08(d, J=8.5Hz, 1H) , 7.64(s, 1H), 7.57(d, J=8.5Hz, 1H), 146137-92-0

The synthetic route of 146137-92-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MUKUMOTO, Fujio; TAMAKI, Hiroaki; IWAKOSHI, Mitsuhiko; KUSAKA, Shintaro; WO2012/153861; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1034305-11-7,Benzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanol,as a common compound, the synthetic route is as follows.

Second step: Synthesis of 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene Into an acetonitrile (10 ml) solution of 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol (1.0 g) was dropwise added thionyl chloride (706 mg) at a temperature of 5C or lower, followed by stirring at 5.0 to 25.0C for 3.5 hours. The reaction mixture was subjected to distillation under reduced pressure to distill off the solvent and the residue was subjected to vacuum drying to obtain 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene [1.05 g, yield: 100%, purity: 99% (HPLC)]. 1H-NMR (CDCl3): delta 6.62 (1H, s), 6.98 (1H, dd), 7.22 (1H, s), 7.30-7.37 (2H, m), 7.45 (1H, m), 7.71 (1H, dd), 7.77 (1H, m), 7.81 (1H, dd)

1034305-11-7, As the paragraph descriping shows that 1034305-11-7 is playing an increasingly important role.

Reference£º
Patent; Astellas Pharma Inc.; Kotobuki Pharmaceutical Co., Ltd.; EP2105442; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

Preparation I 3-bromo-5-chlorobenzothiophene To a solution of 0.30 gm (1.77 mMol) 5-chlorobenzothiophene 1.0 mL acetic acid was added a solution of 0.31 gm (1.95 mMol) bromine in 1.0 mL acetic acid under a nitrogen atmosphere. The reaction was heated to 50C for 4 hours at which time the volatiles were removed under reduced pressure. The residue was partitioned between dichloromethane and aqueous sodium bicarbonate. The phases were separated and the organics were washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to give 0.335 gm (76%) of the title compound as a tan solid. m.p.= 85-86C MS(FD): m/e=249 (M+2) EA: Calculated for: C8H4BrClS: Theory: C, 38.82; H, 1.63. Found: C, 39.12; H, 1.72.

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; EP969005; (2000); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, [0603j To a solution of benzo[b]thiophene-3-carboxaldehyde (8-a) (10 g, 62 mmol) in THF (100 mL), N-Boc-ethylenediamine (8-B) was added. The mixture was stirred for 1 hour at rt. Then NaBH(OAc)3 was added. The solution was stirred for 15 h at rt. The mixture was treated with aqueous NaHCO3 and extracted with EA. The organic phase was concentrated and the residue was purified by chromatography on silica gel (PE:EA = 10:1- 5:1) to afford 8-C (7 g, yield: 37.4%).

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

Reference£º
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); 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

Step 1 : preparation of intermediate methyl 2-(1-benzothiophen-3-yl)-2-hydroxyacetate (4a) Trimethylsilylcyanide (924 muL, 7.39 mmol) was added at 0C to a solution of thianaphtene-3-carboxaldehyde (1 g, 6.16 mmol) and zinc iodide(II) (198 mg, 0.62 mmol) in anhydrous dichloromethane (40 mL) under a nitrogen atmosphere. After 2 hours, the reaction mixture was quenched with a saturated aqueous solution of sodium carbonate and extracted with dichloromethane (2 * 20 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was dissolved in anhydrous methanol and the solution was cooled at 0C. Hydrogen chloride was bubbled for 5 minutes. The mixture was then warmed at room temperature for 20h and concentrated in vacuo. The residue was partitioned between ethyl acetate (10 mL) and a saturated aqueous solution of sodium bicarbonate (10mL). The aqueous layer was extracted with ethyl acetate (2*10mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by flash chromatography on silica gel (dichloromethane/ethanol: 95/5) to afford the desired alcohol (4a) as a white solid (550 mg, 2.47 mmol, 40%). 1H NMR (400 MHz, CDCl3) delta 3.78 (s, 3H), 5.56 (s, 1H), 7.35-7.45 (m, 2H), 7.49 (s, 1H), 7.86-7.92 (m, 2H). MS m/z ([M-OH]+) 205., 5381-20-4

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

Reference£º
Patent; LABORATOIRE BIODIM; Chasset, Sophie; Chevreuil, Francis; Ledoussal, Benoit; Le Strat, Frederic; Benarous, Richard; EP2508511; (2012); A1;,
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20699-86-9, Methyl 5-nitrobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Methyl-5-amino-benzo[b]thiophene-2-carboxylate (588) A suspension of 584 (3.52 g, 14.8 mmol) in methanol (100 ml) was treated with Fe powder (6.63 g, 118.7 mmol). The resulting suspension was heated to reflux, and 12M HCl (8.5 ml) was slowly added over 15 min. The resulting green dark suspension was refluxed for an additional 3 h, then cooled and concentrated. The residue was taken up in EtOAc and washed with saturated aqueous NaHCO3, then brine, dried over MgSO4, filtered and concentrated to afford (2.57 g, 84%). 1H NMR: (DMSO) delta (ppm): 7.92 (s, 1H), 7.65 (d, J=8.8 Hz, 1H), 7.05 (d, J=1.5 H, 1H), 6.88 (dd, J=1.8, 8.4 Hz, 1H), 5.27 (s, 2H), 3.85 (s, 3H). LRMS: 207.0 (Calc.); 208.1 (found).

20699-86-9, 20699-86-9 Methyl 5-nitrobenzo[b]thiophene-2-carboxylate 1489057, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; MethylGene, Inc.; US2005/288282; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 4.0 g (14.8 mmol) of methyl 6-bromo-1-benzothiophene-2-carboxylate in 40 ml of a 1:1 mixture of THF and 2 N potassium hydroxide solution is stirred at room temperature for 2 h. The solvent is removed in vacuo, and the residue is acidified with concentrated hydrochloric acid. The resulting precipitate is filtered off with suction, washed with water and dried in vacuo at 50 C. 3.55 g (93.5% of theory) of the desired product are obtained. 1H-NMR (400 MHz, DMSO-d6): delta=13.48 (broad s, 1H), 8.38 (s, 1H), 8.22 (s, 1H), 7.96 (d, 1H), 7.63 (m, 1H). HPLC (method 1): Rt=4.5 min., 360576-01-8

The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Luithle, Joachim; Bob, Frank-Gerhard; Erb, Christina; Schnizler, Katrin; Flessner, Timo; Kampen, Marja van; Methfessel, Christoph; US2007/37844; (2007); A1;,
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1127-35-1, Benzo[b]thiophene-3(2H)-one 1,1-Dioxide is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

200 g of dichloroethane,50 g of 3 (2H) -thianaphthene-1,1-dioxide,39 g of malononitrile,0.5 g of carbonyl iron powder into the reactor, stirring,Heated to the return state (80 ~ 82 ) began to heat,Reaction for about 6 h, TLC detection,3 (2H) -thianaphthene-1,1-dioxide has disappeared,Insulation end, down to room temperature, add water 200g,Stirring 10min, standing, stratification, remove the water layer,Began to heat up the recovery of dichloroethane,The resulting concentrate was nitrile, with a purity of 96.4% and weighing 60.2 g.

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
Patent; Jiangsu Daobo Chemical Co., Ltd.; Liu Xuefeng; Xu Song; Wang Gang; Guo Weicheng; (8 pag.)CN106675082; (2017); A;,
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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.

12252] A mixture of 150mg of methyl 5-aminobenzo[b] thiophene-2-carboxylate, 170 mg of chioroacetyl chloride, 304 mg of triethylamine, and 10 ml of tetrahydroffiran was stirred for 24 hours at room temperature. Tert-butyl methyl ether was added to the reaction mixture, and the residue was washed with water, 1 M hydrochloric acid, an aqueous saturated sodium hydrogen carbonate solution, and saturated saline, dried over magnesium sulfate, and concentrated under reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 160mg ofmethyl 5 -chloroacetylaminobenzo [b]thiophene-2-carboxylate(hereinafier, described as a ?compound 72 of the presentinvention?).12253] Compound 72 of the Present InventionCl -S 0-12254] ?H-NMR (CDC13) oe: 8.36 (br s, 1H), 8.27 (s, 1H),8.03 (s, 1H), 7.85-7.83 (m, 1H), 7.52-7.50 (m, 1H), 4.24 (s,2H), 3.95 (s, 3H).

20699-85-8, As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (2015); A1;,
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95-15-8,95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen protection, in a four-necked flask equipped with a mechanical stirring and a thermometer, 20.1 g of benzothiophene and 180 mL of 2-methyltetrahydrofuran were stirred and dissolved, and the temperature was lowered to -40–35 C, and 90 ml of butyllithium was added thereto. 3 hours after the reaction at the temperature, 40.3 g of 2-fluoro-5-bromobenzaldehyde was added. After the reaction was completed at this temperature for 10 hours, the temperature was raised to room temperature, and the pH was adjusted to 7 by adding hydrochloric acid. 2. Under a nitrogen atmosphere, Compound 2 and n-hexane were added to a four-necked flask equipped with a mechanical stirring and a thermometer, and the mixture was stirred and dissolved. Then, trifluoroacetic acid and triphenylsilane (5 eq) were added, and then reacted at -10 C for 1 hour. After the completion of the monitoring reaction, the temperature was raised to room temperature, and the target compound was obtained as a white solid, 41 g.The yield in two steps was 81%.

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Ruifuxin Jiangsu Pharmaceutical Co., Ltd.; Li Jianxin; Zhao Datong; Huang Jian; Xu Xiangyu; Zhang Zhiguo; Wang Jianfa; (11 pag.)CN108623558; (2018); A;,
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