Category: 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.

5381-20-4, To a solution of l-benzothiophene-5-carbaldehyde (800 mg, 5 mmol) in MeOH (10 mL) was added sodium tetrahydroborate (0.28 g, 7.4 mmol) at 0 C. The reaction mixture was allowed to stir at 0 C for lh, at which point a saturated aqueous solution of H4C1 (50 mL) and water (50 mL) was added. The mixture was extracted with DCM (3x). The organic solutions were combined, dried over MgS04, filtered, and concentrated to dryness. The crude solid was then dissolved in DCM (100 mL) under argon and triphenyl phosphine (2.30 g, 8.78 mmol) and carbon tetrabromide (2.0 g, 5.9 mmol) were added. After stirring for lh, diethyl ether was added and the resulting mixture was filtered and washed with diethyl ether (2x). The filtrate was concentrated to dryness and the crude residue was purified by column chromatography to afford 5-(bromomethyl)-l-benzothiophene (760 mg, 70 %) as a white solid. 1H MR (400 MHz, CDCI3) delta 7.80 – 7.92 (m, 2H), 7.51 (d, J=5.4 Hz, 1H), 7.41 (dd, J=8.3, 1.8 Hz, 1H), 7.35 (d, J=5.4 Hz, 1H), 4.68 (s, 2H).

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

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; ADHIKARI, Sharmila; CALDERWOOD, Emily, Frances; ENGLAND, Dylan, Bradley; GOULD, Alexandra, E.; HARRISON, Sean, J.; HUANG, Shih-Chung; MA, Liting; (316 pag.)WO2018/89786; (2018); 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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Example 7: Synthesis o -(benzothiophen-3-yl)-2-hydroxyethylsulfamide[00109] 2-Amino-l-benzo[b]thiophen-3-yl-ethanol hydrochloride salt. To a stirring solution of thiophene-3-carbaldehyde (3.0 g, 17.94 mmol) and trimethylsilyl cyanide (2.68 mL, 19.73 mmol) in dichloromethane (20 mL) at room temperature under nitrogen was added a few crystals of zinc iodide. The mixture was stirred at this temperature for 20 hours and concentrated. The residue was dissolved in borane in tetrahydrofuran (1M, 40 mL) and heated to reflux for 5 hours. The mixture was cooled to room temperature and concentrated. The syrup was dissolved in methanol (60 mL), treated with hydrogen chloride (4M in dioxane, 20 mL), and heated to reflux for 2 hours, and then concentrated. The solid obtained was dissolved in aqueous hydrochloric acid (2N, 10 mL) and extracted twice with diethyl ether. The aqueous solution was concentrated, crystallized from methanol/ethyl acetate, and dried in vacuum oven to give a yellow solid (2.4 g, 58%)., 5381-20-4

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

Reference£º
Patent; ADVANCED NEURAL DYNAMICS, INC.; FOX CHASE CHEMICAL DIVERSITY CENTER, INC.; SMITH, Garry, Robert; BRENNEMAN, Douglas, Eric; REITZ, Allen, B.; DU, Yanming; WO2011/97337; (2011); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, [1-BENZOTHIOPHENE-3-CARBALDEHYDE] (6.17 mmole), 1-(2-pyridinyl) piperazine (6.17 mmole), and sodium triacetoxyborohydride (9.26 mmole) were combined in 25 mL of 1,2- dichloroethane and stirred at 0C for one hour. The mixture was allowed to warm to room temperature and stir for 12 hours. The mixture was poured into a diethyl ether : dichloromethane mixture and washed with a solution of saturated aqueous NaCl made basic with sodium hydroxide solution. The organic phase was dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography with 96: 4: 0.5 dichloromethane/methanol/saturated aqueous ammonia to provide the title [COMPOUND. IH] NMR (d6-DMSO, 300 MHz) 8 2.62 (t, 4H, J=4. [5HZ),] 3.51 (t, 4H, [J=4.] [5HZ),] 3.82 (s, 2H), 6.65 (m, 1H), 6.80 (d, [1H,] J=8.7Hz), 7.40 [(M,] 2H), 7.48 (s, [1H),] 7.53 [(M,] 1H), 7.86 [(M,] 1H), 8. 04 [(M,] 2H); MS (DCI/NH3) m/z 310.0 (M+H) +.

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

Reference£º
Patent; Abbott Laboratories; WO2003/101994; (2003); 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, General procedure: A 20-mL test tube equipped with magnetic stirring bar was charged with 1 mmol substituted cinnamic acid and 5ml DES, heated at 140 C in an oil bath for 4 h. After the mixture was cooled to room temperature, extracted with ethyl acetate (3×15 mL), combined, and evaporated under vacuum. Pure product was obtained by silica gel column chromatography with PE and ethyl acetate.

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

Reference£º
Article; Chen, Chen; Jian, Yuqing; Lei, Yuxin; Li, Bin; Peng, Caiyun; Sheng, Wen-Bing; Sumera, Yasmin; Wang, Wei; Zhang, Ming; Synthetic Communications; vol. 50; 4; (2020); p. 558 – 563;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9,4923-87-9, 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).

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191459; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

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)., 5381-20-4

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.; US2007/191449; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191452; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, of 12.2g (35.2mmol) 7-bromobenzo [b] thiophene, 6.44g of (38.7mmol) 2- nitrophenyl boronic acid, and NaOH of 4.22g (105.6mmol), 300ml / was stirred into a THF / H2O of 150ml. 40 put the Pd (PPh3) 4 of 2.03g (5mol%) in, and the mixture was stirred for 12 hours at 80 . After completion of the reaction, and extracted with methylene chloride, put MgSO4, and filtered. After removal of the solvent of the filtered organic layer, was obtained by column chromatography 7- (2-nitrophenyl) benzo [b] thiophene 7.38 g (28.9 mmol, 82% yield)., 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; DOOSAN CORPORATION; KIM, TAE HYUNG; LEE, IN HYUK; KIM, HOE MOON; SHIN, JIN YONG; PARK, HO CHEOL; LEE, CHANG JUN; BEAK, YOUNG MI; LEE, EUN JUNG; (96 pag.)JP2015/527347; (2015); A;,
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

To a solution of 300 mg (1.68 mmol) of benzo[b]thiophene-2-carboxylic acid in DMF (8 ml) were added 320 mg (1.68 mmol) of 2-(3,4-dichloro-phenyl)-ethylamine and 595 mg (1.85 mmol) of TBTU. After 10 min 1.47 ml (8.42 mmol) of N,N-diisopropylethyl amine were added and the reaction mixture was stirred over night at RT. Then water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with water, brine, sat. NaHCO3 solution, 1N HCl and again with brine. The organic layer was then dried (MgSO4) and concentrated. The remaining residue was purified by column chromatography (silica gel; ethyl acetate/cyclohexane 9:1) to yield 515 mg (87%) of benzo[b]thiophene-2-carboxylic acid[2-(3,4-dichloro-phenyl)-ethyl]-amide as a white solid. MS (ISP) 350.2 (M+H)+.A solution of 364 mg (1.04 mmol) of benzo[b]thiophene-2-carboxylic acid[2-(3,4-di-chloro-phenyl)-ethyl]-amide in 10 ml of THF was added dropwise to 5.2 ml of a 1 molar solution of BH3-THF complex in THF at 0 C. The reaction mixture was stirred for 30 min at RT and then heated to reflux over night. Then 2 ml of 6 N HCl were added very carefully at ambient temperature and the mixture was heated again to reflux for 2 hours. After cooling to RT, the pH was adjusted to 8-9 by addition of 1 N sodium hydroxide solution and the mixture was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried with magnesium sulfate, filtered and concentrated. Final purification of the residue (silica gel; dichloromethane/methanol 95:5) yielded 113 mg (32%) of benzo[b]thiophen-2-ylmethyl-[2-(3,4-dichloro-phenyl)-ethyl]-amine as off-white solid. MS (ISP) 336.2 (M+H)+.

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, 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

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.

General procedure: To a suspension of NaH (33 mmol) in dry toluene (20 mL) was added dropwise with stirring a solution of 4 (16.7 mmol) in dry toluene (20 mL). After 1 h, a solution of the appropriate aldehyde (16.7 mmol) in dry toluene (20 mL) was added. The mixture was stirred at 50 C for one hour and then concentrated. The residue was partitioned between ethyl acetate and water and the aqueous layer was extracted with ethyl acetate three times. The residue was purified by column chromatography (hexane/ethyl acetate gradient) to afford the clean product., 3541-37-5

3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; O’Boyle, Niamh M.; Greene, Lisa M.; Bergin, Orla; Fichet, Jean-Baptiste; McCabe, Thomas; Lloyd, David G.; Zisterer, Daniela M.; Meegan, Mary J.; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2306 – 2325;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.,6314-28-9

(1) 1.0 g of benzo[b]thiophene-2-carboxylic acid was reacted with 2 ml of thionyl chloride under reflux overnight, and then excess thionyl chloride was distilled off under reduced pressure to obtain benzo[b]thiophene-2-carbonyl chloride as a solid product.

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

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US5304657; (1994); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem