Heterocyclic Building Blocks-Benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a solution of benzo[b]thiophene-2-carboxaldehyde (2?mmol) in ethanol (5?mL), 4-ethylthiosemicarbazide (2?mmol) and acetic acid (0.5?mL) were added. The mixture was stirred for 10?min?at 80?C. After cooling to room temperature, the white precipitate was obtained. The white solid was collected by filtration and the crude product was further purified by recrystallization from ethanol. (E)-2-(benzo[b]thiophen-2-ylmethylene)-N-ethylhydrazine-1-carbothioamide was obtained (BS2C-ETSC). The other two compounds, (E)-2-(benzo[b]thiophen-2-ylmethylene)hydrazine-1-carbothioamide (BS2C-TSC) and (E)-2-(benzo[b]thiophen-2-ylmethylene)-N-methylhydrazine-1-carbothioamide (BS2C-MTSC) were prepared with the same procedure as BS2C-ETSC.

As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Article; Qiao, Yuqian; Che, Yuanyuan; Yu, Yuming; Tang, Yakun; Liu, Lang; Zhao, Xianmei; Zhao, Jianzhang; Dyes and Pigments; vol. 156; (2018); p. 326 – 331;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

3541-37-5, Benzo[b]thiophene-2-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Bromophenylacetonitrile (1 g, 5.1 mmol) and benzo[b]thiophene-2-carboxaldehyde (825 mg, 5.1 mmol) are dissolved in 30 mL of dry MeOH and stirred at 0 C for 10 min. Sodium methoxide (380 mg, 7.1 mmol) was added in small portions, and the solution was stirred for 15 min at 0 C and then for 6 h at room temperature. The precipitate was collected by filtration, washed with 10 mL of MeOH, then with water, and dried at 50 C to give the alpha,beta-unsaturated nitrile 3 as a yellow powder (1.55 g, 90%); Rf = 0.36 (cyclohexane/EtOAc, 90:10); mp = 160-162 C; 1H NMR (300 MHz, CDCl3): delta (ppm): 7.37-7.45 (m, 2H), 7.52-7.60 (m, 4H), 7.69 (s, 1H, Hvinyl), 7.82-7.87 (m, 3H); 13C NMR (75 MHz, CDCl3): delta (ppm): 109.68 (C), 117.35 (CN), 122.43 (CH), 123.58 (C), 124.65 (CH), 125.12 (CH), 126.67 (CH), 127.33 (2CH), 130.01 (CH), 132.31 (2CH) 132.86 (C), 134.86 (CH), 137.37 (C), 138.69 (C), 141.28 (C); HRMS (MALDI-TOF): [M]+ calcd for (C17H10BrNS), 338.9717; found, 338.9711.

As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Article; Hafedh, Nesrine; Aloui, Faouzi; Dorcet, Vincent; Barhoumi, Houcine; Comptes Rendus Chimie; vol. 21; 7; (2018); p. 652 – 658;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Aryl halide (0.5 mmol), alpha-Iminonitrile (0.6 mmol), Cu(TFA)2 (1.0 mmol), Pd(OAc)2(0.1 mmol) and 2ml DMF were added into a 15 ml sealed tube with a magneticstirring bar. Stirred under air at 120C for 24 h. Monitor the reaction by TLC. Themixture was poured into water (10 ml) and extracted by ethyl acetate (3¡Á10 ml).Dried by Na2SO4 and evaporated. Finally, pure the mixture by silica gel column.

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Article; Shi, Yu-Long; Yuan, Qing; Chen, Zhen-Bang; Zhang, Fang-Ling; Liu, Kui; Zhu, Yong-Ming; Synlett; vol. 29; 3; (2018); p. 359 – 363;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under a nitrogen stream, 12.2 g (35.2 mmol) of 7-bromobenzo [b] thiophene,6.44 g (38.7 mmol) of 2-nitrophenylboronic acid,4.22 g (105.6 mmol) of NaOH and 300 ml / 150 ml of THF / H2O were added and stirred. 2.03 g (5 mol%) of Pd (PPh3) 4 was added at 40 deg. CFollowed by stirring at 80 C for 12 hours.After completion of the reaction, the mixture was extracted with methylene chloride, and the mixture was filtered through MgSO4.After removing the solvent of the filtered organic layer, the residue was purified by column chromatography 7.38 g (28.9 mmol, yield 82%) of 7- (2-nitrophenyl) benzo [b] thiophene were obtained.

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

Reference£º
Patent; Doosan Co., Ltd; Kim Hoe-mun; Kim Seong-mu; Kim Yeong-bae; Kim Tae-hyeong; Park Ho-cheol; Lee Chang-jun; Baek Yeong-mi; Shin Jin-yong; (188 pag.)KR101879905; (2018); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22913-24-2,Methyl benzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of intermediate 2a-c (1 equiv.) in methanol was added 2N sodium hydroxide at ambient temperature. The reaction mixture was stirred for 4 h and the methanol was removed by rotary evaporation. The resultant mixture was adjusted to pH =5-6 with 1N HCl. The precipitated white solid was collected by filtration and dried to give the carboxylic acid intermediate (1a-c).4.7.1. benzo[b]thiophene-2-carboxylic acid (1a) 1H NMR (600 MHz, DMSO-d6) d 13.48 (s, 1H), 8.12 (s, 1H), 8.05(d, J = 8.1 Hz, 1H), 8.01 (d, J = 7.9 Hz, 1H), 7.53-7.49 (m, 1H), 7.48-7.44 (m, 1H).

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Reference£º
Article; Zhao, Shizhen; Wei, Peng; Wu, Mengya; Zhang, Xiangqian; Zhao, Liyu; Jiang, Xiaolin; Hao, Chenzhou; Su, Xin; Zhao, Dongmei; Cheng, Maosheng; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3242 – 3253;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360575-29-7, Methyl 4-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 300 mg of methyl 4-bromobenzo[b]thiophene-2-carboxylate, 100 mg of lithium hydroxide monohydrate,3 ml of water, and 9 ml of methanol was stirred for 2 hours at 75C. The reaction mixture was concentratedunder reduced pressure, water was added to the residues, and the residue was washed three times with tert-butyl methylether. Concentrated hydrochloric acid was added to the aqueous layer, and then extraction was performed three timesby using tert-butyl methyl ether. The collected organic layer was washed with saturated saline, dried over magnesiumsulfate, and then concentrated under reduced pressure, thereby obtaining 270 mg of 4-bromobenzo[b]thiophene-2-carboxylic acid (hereinafter, described as a “compound 10 of the present invention”). Compound 10 of the presentinvention 1H-NMR (DMSO-D6) delta: 13.79 (br s, 1H), 8.11 (dd, 1H, J = 7.8, 0.8 Hz), 7.97 (s, 1H), 7.73 (dd, 1H, J = 7.8, 0.8 Hz), 7.46(t, 1H, J = 7.8 Hz).

As the paragraph descriping shows that 360575-29-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
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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

To a mixture of benzo[b]thiophene-3-carbaldehyde (10 g, 0.06 mol) and hydroxylamine hydrochloride (6.4 g, 0.09 mol) in anhydrous methyl alcohol (100 mL) was added potassium carbonate (12.4 g, 0.09 mol) at room temperature. The mixture was stirred at room temperature overnight. On completion, a filtration was performed and the residue was purified by silica gel chromatography eluting with petroleum ethenethyl acetate = 10: 1 to give compound B- 103 (7.0 g, 66% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 178.1 , tR=0.725.

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

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 12-Benzo[b]thiophen-7-yl-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane Combine 7-bromo-benzo[b]thiophene (426 mg, 2 mmol), bis(pinacolato)diboron (756 mg, 3 mmol), Pd(dppf)Cl2 (81 mg, 0.1 mmol), and potassium acetate (294 mg, 3 mmol) in dimethylsulfoxide (DMSO) (10 mL) in a flask. Bubble nitrogen through the mixture for 5 min. Seal the flask and put it into an oil bath and heat to 100 0C for 4 hours (h). Dilute the mixture with chloroform/is opropyl alcohol (IPA) (3/1). Wash the solution with saturated aqueous sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (hexane-^ 20 % ethyl acetate in hexane) to afford the title compound as a colorless solid (342 mg, 66 %). MS (ES) m/z 261 [M+ 1]+.

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/144222; (2008); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A mixture of appropriate piperazine base (i-vi, 1 mmol), aldehydes (1a-1d, 1 mmol) and around 1.1-1.3 mmol quantity of TMSCN was taken in 5-8 mL water. After stirring for a while, 10 mg Indium powder was added to the reaction mixture and the resulted reaction mass was allowed to stir at room temperature for 45 min-2.5 h. After the completion ofthe reaction as monitored by Thin Layer Chro-matography using toluene: acetone (8:2) or ethyl acetate: n-nexane (8:2) solvent system, after treatment with diethyl ether or ethyl acetate, solution was filtered and washed with water and brine followed by anhydrous sodium sulphate treatment to dry. The residue was purified by silica gel column chromatography (ethyl acetate: n-hexane) to afford compounds 2i-5vi.

3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Patel, Rahul V.; Patel, Jigar K.; Nile, Shivraj H.; Park, Se Won; Letters in drug design and discovery; vol. 10; 5; (2013); p. 462 – 470;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Dissolve 5-bromo-benzo [b] thiophene (J. Mater. Chem., 10: 2069-2081,2000 ; 49 g, 7.0 mmol) in DMSO (40 mL). Add bis (pinacolato) diboron (7 mmol), PdCl2 (dppf)-CH2Cl2 (0.33 mmol), and KOAc (20 mmol). Flush the flask with N2, and then heat the reaction mixture to 80C with stirring. Continue to heat the reaction mixture for 3 hours, and then cool to room temperature. Add water (66 mL) and extract the aqueous layer with EtOAc (3 x 66 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash column chromatography (silica gel, 0-5% Et20/pentane) to give 1.56 g of the title compound (86%).

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/9086; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem