Category: benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

General procedure: Under an argon atmosphere, Pd(OAc)2 (3.3 mg, 0.015 mmol, 5 mol%),PCy3¡¤HBF4 (22.1 mg, 0.06 mmol, 20 mol%), benzaldehyde N-tosylhydrazone1a (99 mg, 0.36 mmol), 4-bromo-1,1?-biphenyl (2a; 70 mg,0.3 mmol), and Cs2CO3 (195 mg, 0.6 mmol) were successively addedto a flame-dried 25 mL Schlenk flask. The reaction flask was degassedthree times with argon. Then anhyd toluene (2.7 mL) and i-PrOH (0.3mL) were added with a syringe. Note that the aryl bromide in oil formwas added to the reaction flask prior to i-PrOH. The reaction washeated at 80 C with stirring for about 12 h, then it was cooled to r.t.,and filtered through a short pad of neutral alumina with EtOAc (25mL) as eluent. Solvent was then removed in vacuo to leave a crudemixture, which was purified by silica gel column chromatography(eluent: PE) to give 3a3d as a white solid (59 mg, 80%)

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

Reference£º
Article; Xia, Yamu; Hu, Fangdong; Xia, Ying; Liu, Zhenxing; Ye, Fei; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 49; 5; (2017); p. 1073 – 1086;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360575-29-7,Methyl 4-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

12202] A mixture of 353 mg of methyl 4-bromobenzo[b] thiophene-2-carboxylate, 217 mg of 2-thiophene boronic acid, 287 mg of lithium chloride, 248 mg of sodium carbonate, 75 mg of tetrakis(triphenylphosphine)palladium (0), 10 ml of 1 ,4-dioxane, and 5 ml of water was stirred for 3 hours at 100 C. under a nitrogen atmosphere. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform and water were added to the residues, and insoluble matter was separated by filtration. The aqueous layer was extracted twice by using chloroform, and the collected organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel colunm chromatography, thereby obtaining 350 mg of methyl 4-(2-thienyl)benzo[b]thiophene-2-carboxylate (hereinafier, described as a ?compound 52 of the present invention?).12203] Compound 52 of the Present Invention 12204] ?H-NMR (CDC13) oe: 8.42 (s, 1H), 7.84-7.82 (m,1H), 7.51-7.48 (m, 2H), 7.44-7.42 (m, 1H), 7.36-7.35 (m,1H), 7.20-7.18 (m, -1H), 3.95 (s, 3H)., 360575-29-7

The synthetic route of 360575-29-7 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; US2015/282482; (2015); A1;,
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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

a.) 3-Benzo[b]thiophen-2-yl-acrylic acid tert-butyl ester (Scheme 3); Potassium bis(trimethylsilyl)amide (5.4 g, 0.027 mol) was added to a solution of 18- Crown-6 (13.7 g, 0.052 mol ) and (diphenoxy-phosphoryl)-acetic acid tert-butyl ester (9.4 g, 0.027 mol) in dry THF (120 ml_) at -78 0C. After 30 minutes of stirring at this temperature, benzo[b]thiophene-2-carbaldehyde (4.0 g, 0.024 mol) was added and the reaction was stirred for 3 hours at -78 0C after which the reaction was quenched with saturated ammonium chloride (200 mL). The reaction mix was allowed to come to room temperature and was extracted with ethyl acetate (3 X 200 mL) and the combined organic extracts were washed with 10 % HCI (200 mL), brine (200 mL), and dried over MgSO4. The solvent was evaporated in vacuo leaving the crude product that was purified by column chromatography (Sitheta2) using a 5-40 % ethylacetate-hexane gradient to afford the subtitle compound (4.64 g, yield: 74 %). MS calculated for C15Hi6O2S +H: 261 , observed: 261.

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
Patent; ATHERSYS, INC.; WO2006/28961; (2006); A2;,
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17402-83-4, Benzo[b]thiophen-4-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a round bottom flask, 5.0 g 7-(4-(bis (2-chloroethyl) ammo) butoxy) quinolin-2(1H)-one, 20 ml n-butanol were taken at 25-35¡ã C. 2.29 g benzo[b]thiophen-4-amine was added into the reaction mixture at 25-35¡ã C. The reaction mixture was stirred at 110-125¡ã C. After completion of the reaction, the reaction mixture was cooled to 20-25 ¡ã C. and filtered and washed with toluene. The solid was dried in a hot air oven at 45-50¡ã C. to obtain brexpiprazole. The brexpiprazole can be purified by isopropanol and water. Yield: 90percent.

17402-83-4, As the paragraph descriping shows that 17402-83-4 is playing an increasingly important role.

Reference£º
Patent; CADILA HEALTHCARE LIMITED; DESAI, Sanjay Jagdish; PARIHAR, Jayprakash Ajitsingh; SHAH, Alpesh Pravinchandra; (21 pag.)US2017/320862; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16587-47-6,6-Methylbenzo[b]thiophene,as a common compound, the synthetic route is as follows.

EXAMPLE 4 6-Methyl-benzo[b]thiophene was dissolved in anhydrous THF (75 mL) and cooled to -60 C. N-BuLi (11.4 mL, 18.2 mmol, 1.6M in hexanes) was added and the mixture was stirred for 45 min at -60 C. A solution of [1,3,2]Dioxathiolane 2,2-dioxide (2.26 g, 1.82 mmol) in THF (15 mL) was added dropwise and the temperature was allowed to slowly reach room temperature, while being stirred overnight. MeOH was added and the mixture was concentrated in vacuo. In a separate vessel AcCl (15 mL) was slowly added to cooled (0 C.) MeOH (150 mL) and stirred for 15 min. This mixture was cannulated to the residue obtained as described above and stirred for 4 hrs at room temperature. After concentration, EtOAc was added and the mixture was washed with sat. NaHCO3 and brine, dried (Na2SO4), filtered and concentrated in vacuo. Silica gel column chromatography (eluent: hexanes with gradient up to hexanes/EtOAc=4/1) afforded 2.83 g of 2-(6-methyl-benzo[b]thiophen-2-yl)-ethanol as a white solid in 89% yield., 16587-47-6

16587-47-6 6-Methylbenzo[b]thiophene 35790, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Neurocrine Biosciences, Inc.; US2006/14797; (2006); A1;,
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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

General procedure: To a resealable Schlenk tube was added MCM-41-PPh3-AuNTf2 (192mg, 0.05mmol). The reaction tube was evacuated and back-filled with argon and this evacuation/back-fill procedure was repeated one additional time. Aldehyde (1.0mmol), propargylamine (4.0mmol), water (5.0mmol), and DCE (4mL) were then added under a stream of argon. The reaction tube was quickly sealed and the mixture was stirred at 40C until disappearance of the starting material (TLC, typically 48h). After being cooled to room temperature, the reaction mixture was diluted with ethyl acetate (20mL) and filtered. The catalyst was washed with ethyl acetate (2¡Á5mL) and diethyl ether (2¡Á5mL), and reused in the next run. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography (petroleum ether/ethyl acetate mixtures) to afford the corresponding 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
Short Survey; Nie, Quan; Yao, Fang; Yi, Feiyan; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 846; (2017); p. 343 – 350;,
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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

General procedure: To a 10 mL round-bottom flask were added Cat.III (3.2 mg, 0.005 mmol, 2 mol %), Ag2O (116 mg, 0.5 mmol, 2 equiv), benzoquinone (14 mg, 0.125 mmol, 0.5 equiv), Cs(tfa) (64 mg, 0.25 mmol, 1 equiv.), benzothiophene/benzofurans (0.25 mmol, 1 equiv), aryl MIDA boronate ( 0.375 mmol, 1.5 equiv), and 15% H2O and 2% CF3SO3H of TFA (1 mL). The reaction mixture was stirred at 30-50 C for 20 h. The suspension was cooled to room temperature and extracted with dichloromethane (3 ¡Á 10 mL). The combined organic layers were washed with 20% aqueous NaHCO3 solution (40 mL). After evaporation of the solvent the crude product was purified by chromatography on silica gel to give the desired product., 1423-61-6

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

Reference£º
Article; Wang, Zhiwei; Li, Yabo; Yan, Beiqi; Huang, Mengmeng; Wu, Yangjie; Synlett; vol. 26; 4; (2015); p. 531 – 536;,
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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, General procedure: Following a described procedure [24,42,43] with a few modifications, sodium borohydride wasslowly added to a suspension of selenium powder in water at room temperature or in ethanol, N2atmosphere and 0 C, and stirred until the formation of the typical colorless solution of NaHSe. Then,the corresponding aroyl or heteroaroyl chloride was added. Temperature and time of reaction varieddepending on the compounds. Methylation was achieved through the addition of methyl iodide(in excess). Purification was performed by several washings, recrystallization in different solvents orcolumn chromatography. In those cases where the acyl chloride was not available, it was formed bythe reaction of the corresponding carboxylic acid with SOCl2 for 1-8 h at reflux. Solvent was removedunder vacuum by rotatory evaporation, and the product was then washed three times with dry toluene,which was also eliminated by rotatory evaporation.

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

Reference£º
Article; Diaz-Argelich, Nuria; Encio, Ignacio; Plano, Daniel; Fernandes, Aristi P.; Palop, Juan Antonio; Sanmartin, Carmen; Molecules; vol. 22; 8; (2017);,
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5381-20-4,5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 3-(2-Methyl-5,6,7,8-hydrobenzo[4,5]-thieno[2,3-d]pyrimidin-4-yl)-2-thioxothiazolidin-4-one 7 (0.2 g,(0.60 mmol, 1 equiv) and aromatic aldehyde (0.77 mmol, 1.3 equiv). were thoroughly mixed then placedinto a specially designed microwave test tube containing 5 mL EtOH and three drops of piperidine. Thecharged tube was heated for 25 min at 100 C and 250 psi pressure. After cooling, the solid mass wasplaced in 50 mL cold EtOH and crushed. The slurry was filtered to give a solid that was washed severaltimes with EtOH/hexane mix (20%, v/v), then dried under vacuum to give the corresponding 5-aryl/hetaryl-2-thiocothiazolidine-4-one (8a-o) whose structures were identified by IR, LC/MS, GC/MS andNMR analysis. The physical and spectral properties of these compounds are shown later in the experimentalsection

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

Reference£º
Article; Mendoza, Kimberly; Kamila, Sukanta; Biehl, Edward R.; Heterocycles; vol. 88; 1; (2014); p. 741 – 753;,
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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

B. Benzo[b]thiophen-2-yl-carbamic acid tert-butyl ester (1d). A solution of 2-carboxybenzo[b]thiophene (14.4 g, 80.6 mmol), N,N-diisopropylethylamine (15.5 mL, 88.6 mmol) and diphenylphosphoryl azide (20.8 mL, 96.7 mmol) in t-butanol (150 mL) was heated at reflux for 8 hours. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography on silica gel, using dichloromethane as the eluant, to give the product as a colorless solid (18.9 g, 94%). 1H NMR (DMSO-d6): delta 1.50 (s, 9H), 6.78 (s, 1H), 7.16 (d of d, 1H), 7.27 (d of d, 1H), 7.58 (d, 1H) and 7.77 (d, 1H), 10.70 (br s, 1H); MS: m/z 250.2 (MH+).

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

Reference£º
Patent; Macielag, Mark J.; McNally, James J.; US2010/160289; (2010); A1;,
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Benzothiophene | C8H6S – PubChem