Category: benzothiophene

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;,
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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;,
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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;,
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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

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;,
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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;,
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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

Combine 7-bromo-benzo[?]thiophene (6.53 g, 30.64 mmol), 5-fluoro-2- hydroxy phenyl boronic acid (4.87 g, 31.26 mmol), Pd(dppf)Cl2 (1.25 g, 1.53 mmol), 2-(di-tert-butylphosphino)biphenyl (0.28 g, 0.92 mmol), sodium carbonate (2 M, 30.64 mL, 61.92 mmol) in dioxane (60 mL, alternative THF) in a flask. Heat the mixture at 100 0C for 2 h. Dilute the mixture with chloroform/IPA (3/1). Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo . Purify the residue by column chromatography (hexane to 10 % ethyl acetate in hexane) to give the title compound (6.0 g, 80 %) as a yellow solid. MS (ES) m/z 243 [M-I]+.

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

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/144223; (2008); A2;,
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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

A mixture of 1.00 g of methyl 5-trifluoromethyl- benzo[b]thiophene-2-carboxylate, 803mg of hydroxylamine hydrochloride, 276 mg of triethylamine, and 15 ml of methanol was stirred for 12 hours under reflux. The reaction mixture was concentrated under reduced pressure, and tert-butyl methyl ether was added to the residues. The organic layer was washed with 1 M hydrochloric acid and saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 217mg of N-hydroxy-5-trifluoromethylbenzo[b]thiophene-2-carboxamide(hereinafier, described as a ?compound 160 of the present invention?). 12433] ?H-NMR (DMSO-D5) oe: 11.66 (br s, 1H), 9.37 (br s,1H), 8.39 (s, 1H), 8.29 (d, 1H, J=8.5 Hz), 8.06 (s, 1H), 7.75 (d,1H, J=8.5 Hz)., 146137-92-0

As the paragraph descriping shows that 146137-92-0 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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20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-chlorobenzo[b]thiophene (30 mmol) in AcOH (10 mL) and DCM (50 mL) at room temperature was added NBS (30 mmol) in one portion. After stirring overnight, the reaction mixture was treated with Na2S03 and water, followed by extraction with EtOAc. The combined organic layers were washed with brine and dried over anhydrous Na2S04. After filtration and concentration, the crude product was purified by column chromatography to give the title compound

20532-33-6, As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference£º
Patent; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John, Emmerson; CAMPBELL, Una; HANANIA, Taleen, G.; SHAO, Liming; WO2013/119895; (2013); A1;,
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351005-12-4, 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

16. Preparation of 2-(2 ,2-dioxo-2,3-dihydro-1 H-benzo[c]thiophen-5-yl)-4,4,5,5- tetramethyl-[1 ,3,2]dioxaborolane In a screw-capped vessel 5-bromo-1 3-dihydro-benzo[c]thiophene2,2-dioxide (100 mg, 0.40 mmol), bis(pinacolato)diboron (206 mg,0.81 mmol), potassium acetate (119 mg, 1.21 mmol) and Pd(dppf)C12.CH2CI2 (33.1 mg, 0.04 mmol) were suspended in THE SeccoSolv (5 mL).Nitrogen was bubbled through the mixture for 5mm. The reaction mixture was stirred at70C for 15 h. The mixture was diluted with THF (7 mL), filtered and the filtrate wasevaporated to dryness. The crude residue was purified by flash chromatography(heptane/DCM) to yield in 89.0 mg (75 %) of the title compound as an off-white solid.LC/MS (Method B): Rt = 2.53 mm, (M+Na) 317., 351005-12-4

As the paragraph descriping shows that 351005-12-4 is playing an increasingly important role.

Reference£º
Patent; MERCK PATENT GMBH; CANCER RESEARCH TECHNOLOGY LIMITED; SCHIEMANN, Kai; STIEBER, Frank; CALDERINI, Michel; BLAGG, Julian; MALLINGER, Aurelie; WAALBOER, Dennis; RINK, Christian; CRUMPLER, Simon Ross; (127 pag.)WO2015/144290; (2015); 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

EXAMPLE 1 N-(benzo[b]thien-3-ylmethyl)-sulfamide (Compound #1) Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3*75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a white solid. 1H NMR (DMSO-d6): delta 7.98 (1H, dd, J=6.5, 2.3 Hz), 7.92 (1H, dd, J=6.6, 2.4 Hz), 7.62 (1H, s), 7.36-7.45 (2H, m), 7.08 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.31 (2H, d, J=6.3 Hz).

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

Reference£º
Patent; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2006/47001; (2006); A1;,
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