Category: benzothiophene

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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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;,
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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.

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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;,
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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

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.

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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;,
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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.

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Article; Hafedh, Nesrine; Aloui, Faouzi; Dorcet, Vincent; Barhoumi, Houcine; Comptes Rendus Chimie; vol. 21; 7; (2018); p. 652 – 658;,
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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.

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Article; Qiao, Yuqian; Che, Yuanyuan; Yu, Yuming; Tang, Yakun; Liu, Lang; Zhao, Xianmei; Zhao, Jianzhang; Dyes and Pigments; vol. 156; (2018); p. 326 – 331;,
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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.

Compound 1e (3.50 g, 23.46 mmol) and compound 1f (4.28 g, 23.46 mmol) were dissolved in 1,2-dichloroethane (250 mL),Trifluoroacetic acid (70 mg, 0.62 mmol) was added.The reaction was stirred at 50 C for 16 hours.The reaction solution was washed with saturated sodium bicarbonate solution (250 mL).Extract with dichloromethane (150 ml x 2).The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated to dryness under reduced pressure.The mixture was purified by flash silica gel column chromatography (petroleum ether/ethyl acetate 100-60%) to give compound 1g (4.4 g, yellow solid, yield: 36%).

As the paragraph descriping shows that 1127-35-1 is playing an increasingly important role.

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Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Nanjing Mingde Drug Discovery Co., Ltd.; Yao Yuanshan; Chen Bin; Chen Yuan; Li Ao; Xu Ran; Huang Zhensheng; Tian Dongdong; Li Hongwei; Yang Chengshuai; Li Jian; Chen Shuhui; (35 pag.)CN107987066; (2018); A;,
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95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In 0.5 M hexane solvent, 1.25 molar equivalents of Na-TMP was reacted with 0.4 mmol of benzo[b]thiophene (arene) at 25 C. for 30 minutes, 1.5 molar equivalents of heavy water (D2O: electrophilic reagent) was then added thereto and reacted therewith at 0 C. for 1 hour. The product was evaluated through analysis by 1H-NMR, and the yield of isolated deuterated benzo[b]thiophene in which a hydrogen atom located at 2-position of benzo[b]thiophene was substituted by heavy hydrogen was calculated in the same manner as in Experiment Number 1. The isolated yield was 99%.A reaction was performed using benzo[b]thiophene as an arene and iodomethane (MeI) as an electrophilic reagent in the same manner as in Experiment Number 2, the product was then evaluated, and the yield of isolated 2-methyl-benzo[b]thiophene in which a methyl group (-Me) was added at 2-position of benzo[b]thiophene was calculated. The isolated yield was 77%

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

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Patent; KOBELCO ECO-SOLUTIONS CO.,LTD.; MURAKAMI, Yoshiaki; FUKUSHIMA, Miyuki; TAKAI, Kazuhiko; ASAKO, Sobi; (16 pag.)US2019/359571; (2019); 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

To a solution of 5′-chloro-2′-hydroxyacetophenone (50 mg, 0.29 mmol) in ethanol (1.5 mL)50% aqueous potassium hydroxide solution (1.5 mL) and thianaphthene-3-carbaldehyde (57 mg, 0.35 mmol) were added and the mixture was stirred at room temperature.Upon completion of the reaction, the reaction mixture was neutralized with 2N hydrochloric acid.The reaction mixture was extracted with ethyl acetate, and the obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure.The residue was purified by silica gel column chromatography with hexane-methylene chloride (5: 1), methylene chloride and acetic acid effluent solvent,The fractions containing the desired product were collected and the solvent was distilled off under reduced pressure and then recrystallized from methanol. As a result,Compound [4] (14 mg, 0.043 mmol) was obtained as a yellow solid in 15% yield. The results of 1 H NMR and HRMS of the compound [4] are shown below.

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

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Patent; KANAZAWA UNIVERSITY; MIZOKAMI, ATSUSHI; GOTO, KYOKO; SAITO, YOHEI; IZUMI, KOUJI; (29 pag.)JP2017/178941; (2017); A;,
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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

(A) To a cooled (-10 qC to 5 C) solution of diisopropylamine (422 g, 4.17 mol) in anhydrous THF (4.0 L) was added n-butyllithium (1517 mL of 2.5 M in hexane, 3.79 mol) in drop-wise fashion over a period of 1.5 h under an inert atmosphere of nitrogen. Upon completion of the addition, the reaction solution was stirred at -10 C to 0 C for an additional 30 min, and then cooled to -78 C. A solution of 5-bromobenzo[b]thiophene (670 g, 3.16 mol) and TMSCl (512 g, 4.74 mol) in THF (3.4 L) was added in drop-wise fashion and the resulting reaction mixture was stirred at -78 C. After completion of the reaction, as judged by HPLC analysis, aq. NH4Cl solution (5% w/w, 2 L) was added in drop-wise fashion into the reaction mixture while still under a nitrogen atmosphere and maintaining a temperature between -78 qC and -65 C. The mixture was then allowed to warm to rt and the aqueous phase was removed. Water (2 L) was added to the organic phase and after stirring at room temperature for 15 min, the aqueous phase was removed. The combined aqueous layers were back-extracted with EtOAc (2 L), and the combined organic extracts were washed with sat.d aq. NaCl (2 L), dried (Na2SO4) and concentrated under reduced pressure to provide (5-bromobenzo[b]thiophen-2-yl)trimethylsilane (867 g, purity: 90.0 LCAP) as a light yellow liquid. 1H NMR (CDCl3) 7.93 (d, J = 1.5 Hz, 1H), 7.72 (d, J = 8.4 Hz, 1H), 7.39 (d, J = 8.4 Hz, 1H), 7.36 (s, 1H), 0.37 (s, 9H); LC/MS (APCI+) m/z 283.9 [M]+.

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

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); 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

General procedure: 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).

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

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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;,
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