Day: October 15, 2020

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

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

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

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

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

34761-09-6, Ethyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 3-amino-benzo[b]thiophene-2-carboxylate (8) (0.50 g, 2.3 mmol) in acetic acid (6 mL), was cooled in an ice bath to -5 C. Then, a solution of sodium nitrite (0.32 g, 4.6 mmol), in water (2 mL), was slowly added, under vigorous stirring. After 30 min, sodium azide (0.60 g, 9.2 mmol) in water (2 mL), was added over 10 min. The reaction mixture was stirred for further 3 h at room temperature and then slowly poured onto water/ice. The precipitate was collected by filtration to give 5, 0.40 g. Yield 70%. Mp 100 C (dec). IR: 2130 (N3), 1689 (CO) cm-1. 1H NMR delta: 1.30 (t, J = 7.1 Hz, 3H), 4.33 (q, J = 7.1 Hz, 2H), 7.34-7.51 (m, 2H), 7.88 (d, J = 8.1 Hz, 1H), 8.14 (d, J = 7.7 Hz, 1H). 13C NMR delta: 14.4 (q), 59.7 (t), 122.9 (d), 123.0 (d), 123.8 (d), 128.4 (d), 131.5 (s), 133.7 (s), 138.8 (s), 149.7 (s), 164.5 (s). Elem. Anal. calcd. for C11H9N3O2S: C, 53.43; H, 3.67; N, 16.99; found: C, 53.62; H, 3.55; N, 17.30.

34761-09-6, 34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Lauria, Antonino; Abbate, Ilenia; Patella, Chiara; Martorana, Annamaria; Dattolo, Gaetano; Almerico, Anna Maria; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 416 – 424;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

To a solution of Compound 2a (3.5 g, 26.1 mmol) in 25 mL of THF at -78 C. was added a solution of 2.5 M n-BuLi in hexanes (13 mL, 32.6 mmol). The reaction was warmed to 0 C. and stirred for 25 min, then 4 mL of DMF was added slowly. The solution was heated to reflux for 1 h. The reaction was cooled to rt, poured into water and extracted three times with Et2O. The combined organic extracts were washed with brine, dried (Na2SO4), filtered, and concentrated under reduced pressure at rt. The crude oil was dissolved in 25 mL of MeOH, cooled to 0 C., and NaBH4 (1.6 g, 42 mmol) was added and stirred for 2 h. After quenching with excess acetone, the mixture was concentrated, and the residue was partitioned between EtOAc and brine. The brine was extracted twice with EtOAc, and the combined organic extracts were washed twice with brine, dried (Na2SO4), filtered and concentrated under reduced pressure at rt. The crude solid was stirred with 6:1 CH2Cl2/hexane, then collected to afford Compound 2b (2.52 g) as an off-white powder: HPLC: 2.85 min., 3541-37-5

As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Patent; Hawkins, Michael J.; Greco, Michael N.; Powell, Eugene; de Garavilla, Lawrence; Maryanoff, Bruce E.; US2005/176769; (2005); 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

Example 40(3R)-N-[(2Z)-3-(1-benzothien-5-yl)-5-(hydroxymethyl)-1,3-thiazol-2(3H)-ylidene]-3-fluoropyrrolidine-1-carboxamide; Example 36B (74 mg, 0.30 mmol), 5-bromobenzo[b]thiophene (77 mg, 0.36 mmol), copper (I) iodide (12 mg, 0.06 mmol), and cesium carbonate (147 mg, 0.45 mmol) were added to a reaction vial with a septum-containing cap, and flushed with nitrogen three times. Then ethyl 2-oxocyclohexanecarboxylate (19.5 muL, 0.12 mmol) and anhydrous dimethyl sulfoxide (0.30 mL) were added through the septum, the mixture was stirred 30 minutes at room temperature, and then heated at 95 C. in the dark for 19 hours. Then the mixture was quenched with concentrated aqueous ammonium hydroxide (0.60 mL), passed through diatomaceous earth with an ethyl acetate rinse, concentrated, and purified by reverse phase HPLC using an acetonitrile/water 10 mM ammonium acetate method to give the title compound.1H NMR (300 MHz, d4-MeOH) delta ppm 1.85-2.25 (2H), 3.3-3.8 (4H), 4.61 (2H), 5.0-5.35 (1H), 7.26 (1H), 7.46 (1H), 7.51-7.56 (1H), 7.71 (1H), 7.99-8.06 (2H); MS (ESI) m/z 378 (M+H)+.

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

Reference£º
Patent; ABBOTT LABORATORIES; US2009/163470; (2009); 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.

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 0 C. 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. 1H NMR (d6-DMSO, 300 MHz) delta 2.62 (t, 4H, J=4.5 Hz), 3.51 (t, 4H, J=4.5 Hz), 3.82 (s, 2H), 6.65 (m, 1H), 6.80 (d, 1H, J=8.7 Hz), 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)+.

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

Reference£º
Patent; Cowart, Marlon D.; Latshaw, Steven P.; Nelson, Sherry L.; Stewart, Andrew O.; US2006/172995; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

17347-32-9, 6-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) Benzo[b]thiophene-6-carboxaldehyde A mixture of 6-bromobenzo[b]thiophene [9.6 g; prepared according to Nippon Kagaku Zasshi, 88 , 758 (1967): Chem. Abstr., 69 , 59018q (1968)], magnesium (1.64 g), and 1,2-dibromoethane (4.23 g) in anhydrous diethyl ether (90 ml) was stirred and gently heated for 3 hr. N-formylpiperidine (5.09 g) in anhydrous diethyl ether (15 ml) was added to the cooled mixture which was subsequently allowed to stand for 12 hr. the mixture was poured into a dilute hydrochloric acid solution. the dried (MgSO4) ether extract was evaporated and the residue was purified by column chromatography over silica gel with chloroform/hexane (1:8 v/v) elution to give benzo[b]thiophene-6-carboxaldehyde as yellow oil. Pmr spectrum (CDCl3; delta in ppm): 7.36 (1H,d); 7.68 (1H,d); 7.84 (2H,s); 8.16 (1H,s); 10.04 (1H,s).

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

Reference£º
Patent; ICI AUSTRALIA LIMITED; EP125059; (1991); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem