Day: September 11, 2020

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5381-20-4, General procedure: A stirred mixture of heterocycle-carboxaldehyde 5(1.0 mmol) and p-toluene-sulfonylmethyl isocyanide (TosMIC)(1.1 mmol, 0.21 g) in 1:1 DME/MeOH (15 mL, both anhydrous) wasrefluxed with Ambersep 900(OH) ion exchange resin (2.0 g, exchangecapacity 1.18 meq/mL) for 2 h. The reaction mixture wasfiltered, the resin was washed by MeOH twice (2 5 mL), and thecombined filtrates were concentrated under reduced pressure togive the crude product, which was purified by column chromatography on silica gel (eluent: petroleum ether/acetone 4:1) to afford the pure compound 6.

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

Reference£º
Article; Zhang, Ming-Zhi; Jia, Chen-Yang; Gu, Yu-Cheng; Mulholland, Nick; Turner, Sarah; Beattie, David; Zhang, Wei-Hua; Yang, Guang-Fu; Clough, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 669 – 674;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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,6314-28-9

Reference Example 152 1-[(2-Benzothienylcarbonyl)amino]cyclohexanecarboxylic acid phenylmethyl ester Under ice-cooling, 5.9 g (31 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 5 g (28 mmol) of 2-benzothiophenecarboxylic acid, 6.5 g (28 mmol) of 1-aminocyclohexanecarboxylic acid phenylmethyl ester and 4.5 g (29 mmol) of 1-hydroxybenzotriazole in methylene chloride. After the mixture was stirred at room temperature overnight, the reaction solvent was distilled off under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate twice. The obtained organic layer was washed with a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and then saturated brine, it was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, diethyl ether was added to the obtained residue, and the mixture was stirred overnight. The crystal was collected by filtration and heated and dried under reduced pressure to obtain 10 g (91%) of the title compound. 1H-NMR (CDCl3, delta): 1.25-1.78 (6H, m), 1.93-2.05 (2H, m), 2.12-2.25 (2H, m), 5.18 (2H, s), 6.24 (1H, s), 7.20-7.38 (5H, m), 7.38-7.51 (2H, m), 7.77 (1H, s), 7.80-7.91 (2H, m)

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; SEIKAGAKU CORPORATION; EP1975162; (2008); A1;,
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

5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2¡Á100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g). The 5-bromobenzothiophene-3-carboxaldehyde (1.20 g, 4.98 mmol) and sulfamide (4.0 g, 42 mmol) were combined in anhydrous ethanol (25 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.207 g, 5.47 mmol) was added. After five hours, water (50 ml) was added and the solution was extracted with chloroform (3¡Á50 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to provide the title compound as a yellow solid.1H NMR (DMSO-d6): delta 8.12 (1H, d, J=1.8 Hz), 7.97 (1H, d, J=8.6), 7.71 (1H, s), 7.52 (1H, dd, J=8.6, 1.9 Hz), 7.12 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.28 (2H, d, J=6.2 Hz).

4923-87-9, The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191449; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191450; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191452; (2007); 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.23046-03-9,5,6-Dimethoxybenzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 2 5,6-Dimethoxybenzothiophen-2-nitrile The amide compound prepared in Reference Example 1 (13.5 g, 56.9 mmol) was dissolved in pyridine (70 mL). To the solution at 10 C. or lower was added dropwise trifluoroacetic anhydride (40 mL). After stirring at 0 C. for 1 hour, water (200 mL) was added and the precipitated crystals were collected by filtration to give the title compound (11.2 g, 90%) as opalescent crystals. Melting point=121, to 123 C. 1H-NMR (DMSO-d6, 270 MHz) delta=8.13 (bs, 1H), 7.66 (s, 1H), 7.48 (s, 1H), 3.88 and 3.85 (2s, each 3H)., 23046-03-9

23046-03-9 5,6-Dimethoxybenzo[b]thiophene-2-carboxylic acid 268620, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Tsunoda, Hidetoshi; Fukuzawa, Nobuyuki; Chiba, Kyoko; Nakao, Toshifumi; Asada, Noriaki; Takebayashi, Nozomi; Kibayashi, Kenji; Migita, Hideyuki; Morikawa, Maki; US2003/109570; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

6179-28-8, Benzo[b]thiophen-6-ylmethanol is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound B-201 (2.0 g, 12 mmol) and manganese dioxide (1 1 g, 0.12 mol) in dichloromethane (40 mL) was stirred at room temperature for 12 hours. On completion, the mixture was filtered, and the resulting filtrate was concentrated in vacuo to give crude compound B-202 (1.5 g, 76% yield) as a colorless oil. LCMS: (ES+) m/z (M+H)+ – 163.2, tR= 0.721 ., 6179-28-8

6179-28-8 Benzo[b]thiophen-6-ylmethanol 13540121, abenzothiophene compound, is more and more widely used in various fields.

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

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

Production Example 9; A mixture of 10.0 g of methyl 5-(trifluoromethyl) benzo[ b] thiophene-2-carboxylate, 1.80 g of lithium hydroxide monohydrate, 30 ml of water and 90 ml of methanol was stirred at 75C for 1 hour. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. To the obtained residue was added water, and washed with tert-butyl methyl ether 3 times. To the aqueous layer was added concentrated hydrochloric acid, and then extracted with tert-butyl methyl ether 3 times. The combined organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 9.10 g of 5- ( trifluoromethyl ) benzo [ b] thiophene-2-carboxylic acid.

146137-92-0, 146137-92-0 Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate 1477956, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MUKUMOTO, Fujio; TAMAKI, Hiroaki; IWAKOSHI, Mitsuhiko; KUSAKA, Shintaro; WO2012/153860; (2012); 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 2; Benzo[?]thiophene-7-boronic acid; Combine 7-bromobenzo[?]thiophene (300 g, 1.41 mmol) and triisopropylborate (403.6 g, 2.15 mmol) in anhydrous tetrahydrofuran (THF) (4000 mL) in a 12 L Morton flask fitted with a mechanical stirrer and cool under nitrogen in a dry-ice/acetone bath to – 70 0C. Add M-butyl lithium (1.6 M in hexane, 714 g, 1.68 mmol) dropwise at such a rate as to keep the internal temperature less than -67.5 0C. After the addition is complete, allow the reaction mixture to stir at this temperature for 1 hour. Remove the cooling bath and slowly add 4 L of water. Add concentrated HCl (75 mL) until the pH of the solution is about pH=2. Allow the slurry to stir for 1 hour. Add sufficient 5 N aqueous NaOH to adjust the pH of the mixture to about pH=12. Separate the layers and save the aqueous layer. Dilute organic layer with 4 L of methyl-tert-butyl ether and extract with 1 L of 5 N aqueous NaOH. Separate the layers. Combine the aqueous layer with the previous aqueous extract. Wash the aqueous layer with additional methyl-tert-butyl ether (4 L). Separate the layers and transfer the aqueous layers to a 12 L 3-neck round bottom flask fitted with a mechanical stirrer. Cool the solution to +5 0C with an ice-water bath. Add concentrated HCl slowly until the pH of the solution is about pH=2. Stir the mixture for 30 min and filter off the resulting solid. Rinse the solid on the funnel twice with 2 L of water and allow to air-dry for 30 min. Place the solid in a vacuum oven at 50 0C and dry under vacuum overnight. Remove the yellow color by slurrying the dried solid with 2 L of w-heptane for 30 min. Again filter off the solid, air-dry for 30 min, and vacuum dry at 40 0C overnight to afford the title compound (188.8 g, 75 %) as a white solid. 1H NMR (400 MHz, CD3OD) delta 7.86 (d, J= 8 Hz, IH), 7.49-7.57 (m, 2H), 7.30-7.39 (m, 2H)., 1423-61-6

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

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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,6314-28-9

Production Example 1; Production of compound (18) by the production method 1; To 5 ml of N,N-dimethylformamide were dissolved 0.40 g (1.8 mmol) of 4,4-difluoro-3-methyl-3-butenyl methanesulfonate and 0.33 g (1.9 mmol) of benzo[b]thiophene-2-carboxylicacid, followed by the addition of 0.46 g (5.5 mmol) of sodium hydrogencarbonate and stirring at 100 C for 2 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentrating under reduced pressure. The residue was purified with silica gel column chromatography (diisopropyl ether : hexane = 1:7) to obtain 0.48 g (yield: 93 %) of 4,4-difluoro-3-methyl-3-butenyl benzo[b]thiophene-2-carboxylate.1H-NMR (CDCl3, TMS) deltappm: 1.69 (3H, t), 2.42-2.49 (2H, m), 4.41 (2H, t), 7.38-7.49 (2H, m ), 7.85-7.90 (2H, m), 8.05 (1H, s)

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; Ihara Chemical Industry Co., Ltd.; EP1439169; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, 458 mg of 6-trifluoromethyl-3-pyridylboronic acid, 407 mg of lithium chloride, 352 mg of sodium carbonate, 107 mg of tetrakis(triphenylphosphine)palladium(0), 20 ml of 1,4-dioxane, and 10 ml of water was stirred for 2 hours at 100C. After being cooled to room temperature,the reaction mixture was concentrated under reduced pressure. Chloroform was added to the residues, and insolublematter was separated by filtration. After water was added to the filtrate, extraction was performed using chloroform. Theorganic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reducedpressure. The residues were subjected to silica gel column chromatography, thereby obtaining 366 mg of methyl 6-(6-trifluoromethyl-3-pyridyl)benzo[b]thiophene-2-caboxylate.

360576-01-8, The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

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

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.

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¡Á75 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).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191460; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem