Heterocyclic Building Blocks-Benzothiophene

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.

General procedure: The requisite aldehyde (0.560 mmol) was dissolved in EtOH (3 mL) before sequential addition of piperidine (0.056 mmol) and rhodanine (0.560 mmol). The flask was sealed, heated to 70 C for 16 h and cooled to room temperature. Water (10 mL) was added and the resulting precipitate filtered, washing with water, ice-cooled EtOH and Et2O. The remaining solid was collected and dried under vacuum.

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

Reference£º
Article; Bataille, Carole J.R.; Brennan, Meabh B.; Byrne, Simon; Davies, Stephen G.; Durbin, Matthew; Fedorov, Oleg; Huber, Kilian V.M.; Jones, Alan M.; Knapp, Stefan; Liu, Gu; Nadali, Anna; Quevedo, Camilo E.; Russell, Angela J.; Walker, Roderick G.; Westwood, Robert; Wynne, Graham M.; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2657 – 2665;,
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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 22 Preparation of 3-bromo-5-chlorobenzo[b]thiophene A solution of bromine (0.31 g, 1.95 mmol) in 1.0 ml glacial acetic acid was added to a stirred solution of 5-chlorobenzo[b]thiophene (0.300 g, 1.77 mmol) in glacial acetic acid (1.0 ml) under nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours, the volatiles removed under reduced pressure, the residue diluted in methylene chloride, washed with aq. sodium bicarbonate and with brine and dried over sodium sulfate. Evaporation gave 0.335 g (76%) of a tan solid. mp 85-86 C., FDMS m/e=249 (M+2).

The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US5627196; (1997); A;,
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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.

By the adoption of the following chemical formula 1g the compounds of said: the 1, 1, 7, 7-tetramethyl -1, 2, 3, 5, 6, 7-hexahydro-pyrido [3, 2, 1-ij] quinoline-9-formaldehyde (5.14g) and benzo [b] thiophene -3 (2H)-one 1,1-dioxide (3.64g) in ethanol solvent (150 ml) in 50 C stirring in the backflow 4 hours, the solid obtained from the same filter, the chemical purification thereof, and the re-crystallization thereof (its yield = 82%).

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

Reference£º
Patent; Samsung Electronics Co., Ltd.; Han, Wenkui; Ying, Jinglihui; Yin, Chengrong; Lin, Xuanjing; Lu, Zhuojun; Li, Qihuang; Ba, Mudansheng; Pu, Jingpei; Lin, Dongxi; Chen, Yongwan; Xu, Zhezhun; (39 pag.)CN105712993; (2016); A;,
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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

To a dichloromethane solution of 1 ,1 -dimethylethyl {3-[(3-cyclohexyl-L- alanyl)amino]propyl}methylcarbamate (3.5 g, 10.26mmol) was added 1 -benzothiophene-2- carboxylic acid (2.192g g, 12.32 mmol), HOOBT (33 mg, 0.205 mmol), and NMM (3.38ml, 30.78mmol). The mixture was stirred several minutes whereupon EDCHCI (2.362 g, 12.32 mmol) was added. The reaction mixture was stirred overnight at RT. The solution was washed with 10% citric acid and brine, dried (MgSO4), filtered and concentrated to a solid. Purification by silica gel column chromatography (30%-90% ethyl acetate/hexane) gave the product as a white solid in 86% yield (4.4g): MS (m/z): 502(M+H).

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/29210; (2006); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Preparation 1 To a stirred solution of 2-aminobenzo[b]thiophene (1.11 g) in anhydrous toluene (4.5 ml) was added carbon disulfide (0.62 g) and triethylamine (0.755 g) successively. The solution was then stirred at 0-5 C. for 3 days under nitrogen gas atmosphere. The precipitate was collected by filtration and was washed with anhydrous toluene (10 ml). The obtained white powder was dissolved in chloroform (4.5 ml), treated with triethylamine (0.76 g), and cooled to 0 C. To this solution was added dropwise ethyl chloroformate (0.84 g) over a period of 20 minutes. After being stirred at ambient temperature for one hour, the solution was washed twice with 1N hydrochloric acid (5 ml), and brine, and dried. The solvent was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel, eluted with n-hexane to give benzo[b]thiophene-2-isothiocyanate (118 mg) as an oil. IR (Neat): 2080 cm-1 NMR (CDCl3, delta): 7.06 (1H, s), 7.32-7.41 (2H, m), 7.63-7.73 (2H, m)

The synthetic route of 4521-30-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fujisiwa Pharmaceutical Co., Ltd.; US4857513; (1989); A;,
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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.

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;,
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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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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.

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

Reference£º
Patent; KOBELCO ECO-SOLUTIONS CO.,LTD.; MURAKAMI, Yoshiaki; FUKUSHIMA, Miyuki; TAKAI, Kazuhiko; ASAKO, Sobi; (16 pag.)US2019/359571; (2019); A1;,
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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.

Reference£º
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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