Category: benzothiophene

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, Benzo[b]thiophene-3-carbaldehyde (1.0 equiv.) in toluene (5 mL) was slowly added with constant stirring to a 50 mL three-necked round bottomf lask containing substituted 2-aminobenzothiazole (1.0 equiv.) and anhydrous toluene (10 mL). The reaction mixture was refluxed for 10 h and then cooled down to room temperature. The solvent was removed under reduced pressure, and the crude product was purified by recrystallization using N,N-dimethylethanamine/acetone/petroleum etherto yield pure imines 1a-1f.

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

Reference£º
Article; Zhang, Peiwei; Tang, Chenghao; Chen, Zhiwei; Wang, Bo; Wang, Xiang; Jin, Linhong; Yang, Song; Hu, Deyu; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 4; (2014); p. 530 – 540;,
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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.

fac-(NEt4)2[ReBr3(CO)3] (100 mg,0.130 mmol) was dissolved in methanol (10 ml). BSOC(24.98 mg, 0.130 mmol) was added as a solid and the resultingmixture was stirred at room temperature for 2 h. The productwas collected dried in vacuo (yield: 55 mg, 0.101 mmol, 78%).IR (KBr, cm-1): nuCO 2005, 1867. UV-Vis: 211 nm, epsilon=2981 M1 cm1. 1H NMR (300 MHz, methanol-d4): delta 8.14 (s,1H), 8.02 (m, 2H), 7.51 (m, 2H), 3.92 (s, 3H). 13C NMR(150 MHz, methanol-d4): delta 143.4, 140.1, 138.0, 134.4, 131.8,128.2, 126.7, 126.2, 123.7. ICP-EOS: Recalcd: 34.33; Refound:34.39. Analysis calculated (%): C 28.79, H 1.49, S 5.91; found:C 28.19, H 1.42, S 5.82.

22913-24-2, As the paragraph descriping shows that 22913-24-2 is playing an increasingly important role.

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Article; Nkoe, Pheello I.; Visser, Hendrik G.; Swart, Chantel; Brinka, Alice; Schutte-Smith, Marietjie; Acta Crystallographica Section C: Structural Chemistry; vol. 74; 10; (2018); p. 1116 – 1122;,
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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

(+/-)-fralphan5-l-(Benzo[b]thiophene-2-carbonyl)-2-methyl-l,2,3,4-tetrahydro-quinoline-4- carboxylic acid (4-chloro-phenyl)-ethyl-amide was made following general procedure A, substituting benzo[b]thiophene-2-carbonyl chloride for 4-trifluoromethyl-benzoyl chlorided. Benzo[b]thiophene-2-carbonyl chloride was prepared by reaction of thianaphthene-2-carboxylic acid with oxalyl chloride and dimethylformamide in methylene chloride. The crude l-(benzo[b]thiophene-2-carbonyl)-2- methyl-l,2,3,4-tetrahydro-quinoline-4-carboxylic acid (4-chloro-phenyl)-ethyl-amide was isolated as a mixture of cis and trans isomers. Purification by silica gel chromatography (1% methanol / methylene chloride) followed by purification via HPLC yielded (+/-)-/rans-2-methyl-l-(pyrimidine-5- carbonyl)-l,2,3,4-tetrahydro-quinoline-4-carboxylic acid (4-chloro-phenyl)-ethyl-amide (34%). 1H-NMR (CDCl3) delta: 1.02 – 1.18 (m, 6H), 1.65 – 1.75 (m, IH), 2.55 – 2.65 (m, IH), 3.60 – 3.70 (m, IH),3.80 (q, 2H), 5.05 – 5.15 (m, IH), 6.70 (d, IH), 6.80 – 7.00 (m, 3H), 7.20 -7.40 (m, 4H), 7.45 (s, IH),7.50 (d, 2H), 7.70 (d, IH), 7.80 (d, IH). MS m/z: 489/491 (M+l).

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

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Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/91674; (2006); 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

[000541j To a solution of Compound 41A (500 mg, 2.97 mmol) in THF (30 mL) was added n-BuLi (1.42 ml, 3.56 mmol) at -78 C under the protection of nitrogen. Then it was stirred at -78 C for 1 h, DMF (434 mg, 5.94 mmol) was added to the mixture and stirred for another one hour at -78 C. The reaction was quenched with sat. NH4C1. After separation, the organic phase was washed with brine, and dried over anhydrous Na2SO4, and purified by silica gel column chromatography (ethyl acetate in petroleum 20% v/v) to render Compound 41B. ?H-NMR (CDC13, 400 MHz) major characteristic peaks: (5(ppm) 7.47 (dd, J= 2.0, 8.8 Hz, 1H), 7.83 (d,J= 8.8 Hz, 1H), 7.93(d,J= 2.0 Hz, 1H), 7.97 (s, 1H), 10.11 (s, 1H)., 20532-33-6

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

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
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5381-25-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-25-9,1-Benzothiophene-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzothiophene-3-carboxylate 2h (eq. 1, 0.624mmol) and SOCl2 (1.5 eq, 0.936mmol) in toluene was heated at reflux for 2h.The reaction was detected by TLC. After the reaction was completed, the reaction mixture was concentrated under reduced pressure to give benzo[b]thiophene-3-carbonyl chloride as a crude product.This was dissolved in 5 mL of dichloromethane, and aqueous ammonia (25% aqueous ammonia solution, 1 mL) was added dropwise thereto under ice-cooling, and stirred at room temperature.The reaction was detected by TLC. After the reaction was completed, it was washed with dilute hydrochloric acid, and then extracted with ethyl acetate (3¡Á30 mL), and then washed with saturated brine and dried over anhydrous sodium sulfate.Concentration and purification with a mobile phase of petroleum ether and ethyl acetate (V/V = 2 / 1) over silica gel column to afford white solid benzo[b]thiophene-3-carboxamide 4h as 99.5mg.4h (1 equivalent, 0.562 mmol) of benzo[b]thiophene-3-carboxamide was dissolved in 5 mL of anhydrous THF, and LiAlH4 (3 eq., 1.686 mmol) was added portionwise in an ice bath, and the mixture was refluxed for 4 hours. .After the reaction was completed, the reaction was quenched by sequentially adding 0.4 mL of H 2 O, 0.4 mL of 15% NaOH solution, and 1.2 mL of H 2 O.Ethyl acetate was added, the suspension was filtered, and the filtrate was dried over anhydrous sodium sulfate, and then the solvent was evaporated under vacuo to give benzo[b]thiophen-3-ylmethylamine as a crude product.

As the paragraph descriping shows that 5381-25-9 is playing an increasingly important role.

Reference£º
Patent; Wuhan University; Wu Shuwen; Zhou Haibing; Lan Ke; Yu Yongshi; (21 pag.)CN108129454; (2018); A;,
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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.

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)., 5381-20-4

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

Reference£º
Patent; Abdel-Magid, Ahmed F.; Mehrman, Steven J.; US2006/270856; (2006); A1;,
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Benzothiophene | C8H6S – PubChem

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: 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.

4923-87-9, 4923-87-9 5-Bromobenzothiophene 2776578, 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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95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-15-8, General procedure: To a stirred, cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in THF (2-3 mL) were successively added BuLi (about 1.6 M hexanes solution, 1.5 mmol) and, 5 min later, ZnCl2?TMEDA14 (0.13 g, 0.50 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (1.0 mmol) at 0-10 C. After 2 h at room temperature, a solution of I2 (0.38 g,1.5 mmol) in THF (4 mL) was added. The mixture was stirred overnight before addition of an aqueous saturated solution of Na2S2O3(4 mL) and extraction with AcOEt (3 20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. To the crude iodide were added Cs2CO3(0.65 g, 2.0 mmol), Cu powder (13 mg, 0.20 mmol), the azole (1.5 mmol) and MeCN (5 mL) and the resulting mixture was heated under reflux for 24 h. Filtration over Celite, washing with AcOEt,removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

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Article; Hedidi, Madani; Bentabed-Ababsa, Ghenia; Derdour, Aicha; Roisnel, Thierry; Dorcet, Vincent; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3498 – 3507;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Compound 60 (29 mg, 0.118 mmol) and compound 61 (37 mg, 0.177 mmol) were dissolved in DMF (1.18 mL). EDC (34 mg, 0.177 mmol) was added to the reaction mixture, followed by DMAP (14 mg, 0.118 mmol). The reaction was stirred at rt for 2 h. The solution was diluted with water and EtOAc and the layers were separated. The organic layer was washed with sat’d NH4Cl, water (3x), dried over Na2S04, filtered and concentrated. The crude residue was purified by RPHPLC (Cl 8 column, ACN/H20) to obtain compound 62 as a solid (10 mg, 0.023 mmol, 20% yield). UPLCMS = 1.69 min (2.5 min method). Mass observed (ESI+): 436.3 (M+H)., 20699-85-8

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1127-35-1,Benzo[b]thiophene-3(2H)-one 1,1-Dioxide,as a common compound, the synthetic route is as follows.

To a stirred solution of N-(phenylthio)-succinamide (20 mg, 0.10 mmol) in 3 mL of 3:1 methanol-HEPES buffer (50 mM HEPES, 100 mM NaCl and 1 mM EDTA) was added C (19 mg, 0.11 mmol) and the reaction stirred at 24 C for 4 h. The solid formed during the reaction was collected on a sintered glass funnel and washed with ice cold water (2 * 2 mL) to afford 7 as a white powder (17.5 mg, 91% yield) mp: 134-136 C Rf = 0.70 (30% ethyl acetate/hexanes). 1H NMR (CDCl3, 500 MHz) delta 7.95 (d, J = 7.5 Hz, 1H), delta 7.86-7.89 (m, 1H), delta 7.79 (d, J = 7.5 Hz, 1H), delta 7.71-7.74 (m, 1H), delta 7.65-7.67 (m, 4H), delta 7.38-7.42 (m, 2H), delta 7.38 (t, J = 7.5 Hz, 4H); 13C NMR (CDCl3, 125 MHz) delta 183.2, 142.8, 137.0, 136.7, 134.3, 131.0, 130.5, 128.9, 127.6, 125.4, 122.3, 82.9; IR (cm-1) 3056, 2982, 1724, 1328, 1270, 1160, 739, 702; HRMS (ESI-TOF, [M+H]+) m/z calcd for C20H15O3S3 399.0183, found 399.0169., 1127-35-1

As the paragraph descriping shows that 1127-35-1 is playing an increasingly important role.

Reference£º
Article; Parsons, Zachary D.; Ruddraraju, Kasi Viswanatharaju; Santo, Nicholas; Gates, Kent S.; Bioorganic and Medicinal Chemistry; vol. 24; 12; (2016); p. 2631 – 2640;,
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