Downstream synthetic route of 20532-33-6

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

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 5-chloro-benzo[b]thiophene (702 mg, 4.16 mmol) in 3.5 ml of anhydrous THF at -78 C. under argon was added n-BuLi (2.6 ml, 1.6 M in hexanes) and the resulting mixture was stirred at that temperature for 1 h, then 4-(benzyloxy)-5-bromo-2-methylbenzaldehyde (1.27 g, 4.16 mmol) in 2.5 ml of THF was added dropwise over 5 mins. The reaction mixture was stirred at -78 C. for 1 h, then was left in -30 C. freezer overnight. It was then quenched with aq. NH4Cl solution, extracted with EtOAc three times. The combined organic layer was washed with brine, dried with Na2SO4 and the solvent was evaporated. The residue was purified by flash column chromatography on silica gel (80 g column, EtOAc/heptane: 0>>>10%) to yield 1.77 g (89.7%) of 20-A as a white solid. 1H NMR (CDCl3) delta 7.75 (s, 1H), 7.65 (d, J=8.59 Hz, 1H), 7.61 (d, J=2.02 Hz, 1H), 7.45-7.51 (2H), 7.36-7.43 (2H), 7.32 (m, 1H), 7.24 (dd, J=8.08, 2.02 Hz, 1H), 6.95 (s, 1H), 6.73 (s, 1H), 6.11 (d, J=3.54 Hz, 1H), 5.13 (s, 2H), 2.60 (d, J=4.04 Hz, 1H), 2.23 (s, 3H). MS (ES) 495.0 (M+Na+).

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

Reference£º
Patent; Janssen Pharmaceutica NV; Gaul, Micheal; Kuo, Gee-Hong; Xu, Guozhang; Zhao, Bao-Ping; US2014/256657; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 3541-37-5

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

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

General procedure: 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.

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

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

 

Downstream synthetic route of 22913-24-2

As the paragraph descriping shows that 22913-24-2 is playing an increasingly important role.

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.

Methyl 4-chloromethyl-benzothiophene-2-carboxylate Refer to Chart A (conversion of XIII to XIV). A three-neck round-bottomed flask equipped with a magnetic stirring bar, a condenser, and a gas bubbler, is charged with a solution of methyl benzothiophene-2-carboxylate (XIII) (32.6 g, 0.17 mol) dissolved in 85 ml of chloroform. Paraformaldehyde (6.7 g, 0.22 mol) and zinc chloride (6.1 g, 0.045 mol) (dried at 100 C. under vacuum for 2 days) are addefd. The resulting mixture is heated to 50 C. and anhydrous hydrogen chloride gas is bubbled slowly through the magnetically stirred mixture. After 4-5 hr, the mixture is cooled, diluted with chloroform and washed with water, saturated aqueous sodium bicarbonate, and brine. Drying (MgSo4), filtration, and concentration afford the crude product which is purified by chromatography to give the titled product., 22913-24-2

As the paragraph descriping shows that 22913-24-2 is playing an increasingly important role.

Reference£º
Patent; The Upjohn Company; US4447620; (1984); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 360576-01-8

360576-01-8 Methyl 6-bromobenzo[b]thiophene-2-carboxylate 22474078, abenzothiophene compound, is more and more widely used in various fields.

360576-01-8, Methyl 6-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 500 mg of methyl 6-bromobenzo[b]thiophene-2-carboxylate, 877 mg of tributyl vinyl tin, 213 mgof tetrakis(triphenylphosphine)palladium(0), and 4 ml of toluene was stirred for 5 hours at 110C under a nitrogenatmosphere. After the reaction mixture was cooled to room temperature, an aqueous saturated ammonium chloridesolution and ethyl acetate were added thereto, and insoluble matter was separated by filtration. Extraction was performedon the filtrate by using ethyl acetate, and the organic layer was washed with saturated saline, dried over magnesiumsulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography,thereby obtaining 229 mg of methyl 6-vinylbenzo[b]thiophene-2-carboxylate., 360576-01-8

360576-01-8 Methyl 6-bromobenzo[b]thiophene-2-carboxylate 22474078, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 130-03-0

The synthetic route of 130-03-0 has been constantly updated, and we look forward to future research findings.

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred mixture of ketone 1a or 1b (3 mmol) and diarylpropargylic alcohols 2a-e (3 ml) in acetonitrile (3 ml) the corresponding catalyst (Table 1) was added and the reaction mixture was refluxed under argon for 1 h. After cooling, the solvent was distilled off in vacuo. The residue was purified by recrystallization from the corresponding solvent or by chromatography on silica gel using the light petroleum/ethyl acetate (8:1) system as an eluent., 130-03-0

The synthetic route of 130-03-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shirinian, Valerii Z.; Zavarzin, Igor V.; Leonova, Evgeniya S.; Markosyan, Ashot I.; Mendeleev Communications; vol. 25; 4; (2015); p. 262 – 263;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 5381-20-4

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

5381-20-4,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.

Benzo[b]thiophene-3-carbaldehyde (1.0 equiv.) in toluene (5 mL) was slowly added with constant stirring to a 50 mL three-necked round bottomf lask containing substituted 2-aminobenzothiazole (1.0 equiv.) and anhydrous toluene (10 mL). The reaction mixture was refluxed for 10 h and then cooled down to room temperature. The solvent was removed under reduced pressure, and the crude product was purified by recrystallization using N,N-dimethylethanamine/acetone/petroleum etherto yield pure imines 1a-1f.

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

Reference£º
Article; Zhang, Peiwei; Tang, Chenghao; Chen, Zhiwei; Wang, Bo; Wang, Xiang; Jin, Linhong; Yang, Song; Hu, Deyu; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 4; (2014); p. 530 – 540;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 104795-85-9

104795-85-9, 104795-85-9 Methyl 6-chlorobenzo[b]thiophene-2-carboxylate 18526200, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104795-85-9,Methyl 6-chlorobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 600 mg (3.23 mmol) of 4-chloro-2-nitro-benzaldehyde in DMF (7 ml) were added 559 mg (4.04 mmol) of potassium carbonate and 294 mul (3.23 mmol) of methyl thioglycolate at 0 C. The reaction mixture was stirred for 30 min at 0 C. and then for 24 h at RT. Then the mixture was poured into ice-water and the precipitate was collected by filtration and dissolved in ethyl acetate. The solution was dried (MgSO4) and concentrated to yield 630 mg (86%) of 6-chloro-benzo[b]thiophene-2-carboxylic acid methyl ester as a white solid. 1HNMR (CDCl3, 300 MHz): delta 3.95 (s, 3H), 7.88 (dd, J=8.6 and 1.9 Hz, 1H), 7.79 (d, J=8.6 Hz, 1H), 7.85 (d, J=1.9 Hz, 1H), 8.02 (s, 1H).To a solution of 630 mg (2.78 mmol) of 6-chloro-benzo[b]thiophene-2-carboxylic acid methyl ester in THF (5 ml) were added 6.95 ml of 1N LiOH-solution and the reaction mixture was stirred at RT for 4 h. The pH was then adjusted to 2-3 by addition of 1N HCl and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated to yield 579 mg (98%) of 6-chloro-benzo[b]thiophene-2-carboxylic acid as white solid. MS (ISP) 211.0 (M-H)-.In analogy to example S3 (steps a to b) 139 mg (0.65 mmol) of 6-chloro-benzo[b]thiophen-2-carboxylic acid were converted into 52 mg (0.14 mmol) of (6-chloro-benzo[b]thiophen-2-ylmethyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amine. The product was obtained as colorless liquid. MS (ISP) 370.0 (M+H)+.

104795-85-9, 104795-85-9 Methyl 6-chlorobenzo[b]thiophene-2-carboxylate 18526200, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Faeh, Christoph; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe; US2007/185113; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 4923-87-9

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

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

The air in the flask was replaced with nitrogen. 5-bromobenzo [b] thiophene (10.44 g, 49.0 mmol) and Ni (dppp) Cl 2 (1.27 g, 2.33 mmol) were placed in the flask and 200 mL of diethyl ether was added.Thereafter, a 2.0 M solution of octyl magnesium bromide in diethyl ether (35.25 mL, 70.5 mmol) was slowly added dropwise, and the mixture was stirred at room temperature for 12 hours.Water was added to the obtained solution, and the mixture was extracted with hexane. The organic phase was dried by adding sodium sulfate.The hydrate of sodium sulfate was filtered, the filtrate was collected, and the solvent was distilled off from the filtrate using an evaporator.The obtained material was purified by column chromatography (silica gel, developing solvent: hexane) to obtain Compound 1 as a black liquid (yield = 10.0 g, 82.9%)., 4923-87-9

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

Reference£º
Patent; KYUSHU UNIVERSITY; KYOCERA CORPORATION; YASUDA, TAKUMA; MORI, TATSUYA; OHYAMA, TATSUYA; TAKEDA, KEIZO; (44 pag.)JP2017/210449; (2017); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 360576-01-8

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 1 (38.20 g, 151 mmol) was dissolved in toluene (300 mL), and benzyl mercaptan (24.50 g, 197.00 mmol),DIPEA (39.50g, 306.00mmol, 53.2mL),4,5-bis (diphenylphosphine) -9,9-dimethylxanthene(8.90 g, 15.40 mmol) and tris (dibenzylideneacetone) dipalladium (6.89 g, 7.53 mmol),The reaction was refluxed overnight.After the reaction, water (500 mL) was added, and ethyl acetate (300 mL) was extracted twice. The organic layers were combined, and the solvent was evaporated under reduced pressure.After purification by column chromatography (PE: EA = 100: 1)Compound 2 was obtained (27.00 g, 57% yield)., 360576-01-8

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference£º
Patent; Chengdu Xiandao Pharmaceutical Development Co., Ltd.; Li Jin; Wang Wei; Chu Hongzhu; Lv Kaizhi; Liu Lichuan; Nong Yunhong; Chen Wei; (17 pag.)CN110229146; (2019); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 17347-32-9

17347-32-9, As the paragraph descriping shows that 17347-32-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

A mixture of compound B-198 (4.0 g, 0.019 mol) and cuprous cyanide (2.5 g, 28 mmol) in l-methylpyrrolidin-2-one (20 mL) was stirred at 200 C for 1 hour under microwave irradiation (150 W, 100 psi). On completion, the mixture was filtered, and the filtrate was diluted with dichloromethane (60 mL). This solution was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give crude compound B-199 (2.6 g, 87% yield) as a yellow solid. LCMS: (ES+) m/z (M+H)+ = 160.1, tR= 0.795.

17347-32-9, As the paragraph descriping shows that 17347-32-9 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem