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

General procedure: In an oven-dried Schlenk tube equipped with a magnetic stir bar, the photocatalyst [Ir(dF-CH3-ppy)2(dtbpy)]PF6 (PC-1) (5.1 mg, 0.005 mmol, 1.0 mol%) was dissolved in MeCN (0.4 mL) andwater (0.1 mL) under an atmosphere of dry argon. In the absence of light, the respectivebenzothiophene (0.50 mmol, 1.0 equiv) and alkene (1.50 mmol, 3.0 equiv) were added in anargon stream. The reaction mixture was degassed by three freeze-pump-thaw cycles and thetube was finally backfilled with argon. The reaction was stirred under irradiation with visiblelight from two 30 W Kessil LED (lambdamax = 455 nm, see chapter 1.2 for emission spectrum). Afterthe indicated time, the solvent was removed in vacuo and the residue was purified by flashcolumn chromatography on silica gel to afford products 3a-3o as (mostly) inseparablemixtures of diastereomers.

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

Reference£º
Article; Strieth-Kalthoff; Henkel, Christian; Teders, Michael; Kahnt, Axel; Knolle, Wolfgang; Gomez-Suarez, Adrian; Dirian, Konstantin; Alex, Wiebke; Bergander; Daniliuc, Constantin G.; Abel; Guldi, Dirk M.; Glorius; Chem; vol. 5; 8; (2019); p. 2183 – 2194;,
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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.

Intermediate M10-2-1 was hydrogenated with n-butyllithium to give lithium salt and triisopropyl borate. The acid solution was obtained by acid hydrolysis of boronic acid M10-2-2 with 3-bromo-N- Ethyl carbazole was obtained by Suzuki coupling to afford the intermediate M10-2-3, the intermediate M10-2 was obtained by NBS bromination

16587-47-6, The synthetic route of 16587-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KUNSHAN VISIONOX DISPLAY CO., LTD.; TSINGHUA UNIVERSITY; BEIJING VISIONOX TECHNOLOGY CO., LTD.; BEIJING ETERNAL MATERIAL TECHNOLOGY CO., LTD.; QIU, YONG; FAN, HONG-TAO; WANG, XING; DUAN, LIAN; REN, XUE-YAN; (115 pag.)TWI583682; (2017); B;,
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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.

Example 11 Synthesis of N-benzo[b]thio-ohen-3-yl-methylidene-N’-(8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b]pyridazin-6-yl)-hydrazine (Compound 11) (8-Morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b]pyridazin-6-yl)-hydrazine (16.2mg, 0.0520mmol) was dissolved in ethanol (2mL). Thionaphthene-3-carboxyaldehyde (9.3mg, 0.057mmol) was added thereto and stirred at room temperature for 2 hours. Then, the reaction liquid was filtered, and the obtained solid material was washed with diethyl ether to obtain a title compound (21.6mg, 91%). The characteristic value of the compound is shown below. 1H-NMR (300 MHz, DMSO): delta 3.87-3.89 (m, 4H), 3.98-4.01 (m, 4H), 6.49 (s, 1H), 7.43-7.57 (m, 2H), 7.88 (d, 2H, J=6.2 Hz), 8.04 (d, 1H, J=7.6 Hz), 8.06 (s, 1H), 8.34 (s, 1H), 8.57 (d, 2H, J=6.2 Hz), 8.59 (s, 1H), 8.71 (d, 1H, J=8.2 Hz), 10.99 (s, 1H); MS (ESI) m/z 456 (M+H)+.

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

Reference£º
Patent; AJINOMOTO CO., INC.; EP2518072; (2012); A1;,
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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

Step 1: Methyl 3-(benzothiophen-7-yl)-l-phenyl-pyrazole-5-carboxylate [00171] A suspension of intermediate 2 (3 mL of the solution from step 3, -0.54 mmol), 7-bromobenzothiophene (116 mg, 0.54 mmol), Pd(PPh3)4 (32.1 mg, 28 muiotaetaomicron), caesium fluoride (134 mg, 0.88 mmol) and methanol (1 mL) was stirred in a microwave reactor at 120 C for 30 min. The supernatant was decanted, evaporated to dryness and used immediately., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

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Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; MUNOZ-SANJUAN, Ignacio; MAILLARD, Michel; VATER, Huw, D.; JARVIS, Rebecca, E.; LUCKHURST, Christopher, A.; BUeRLI, Roland, W.; WISHART, Grant; STOTT, Andrew, J.; WO2014/159214; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

Unless otherwise specified, under an inert atmosphere C1 (31.9mg, 0.04 mmol, 10 mol %), aryl halide (0.4 mmol), boronic acid(1.2 mmol), and KOtBu (157.1 mg, 1.4 mmol), were added to anoven-dried 4 dram vial containing a magnetic stir bar. 1,4-Dioxane (4 mL) and EtOH (101.7 muL) were added. The vial wassealed with a screwcap featuring a PTFE/silicone septum andwas removed from the glovebox. The reaction mixture wasmagnetically stirred for 16 h in a temperature-controlled aluminumheating block set to 60 C. After 16 h, the reactionmixture was cooled to room temperature, taken up in EtOAc (ca.10 mL), and extracted with distilled water (3 ¡Á 10 mL). Theorganic layer was dried over anhydrous Na2SO4, filtered, andconcentrated with the aid of a rotary evaporator., 20532-33-6

The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sawatzky, Ryan S.; Stradiotto, Mark; Synlett; vol. 29; 6; (2018); p. 799 – 804;,
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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: A mixture of compound 9 or 10 (0.11 mmol), O-(7-aza-1H-benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.21mmol), and N,N-diisopropylethylamine (0.54 mmol) in dry DMF (1.5 mL) was stirred at 0 C for 30 min. The appropriate acid (0.16 mmol) was then added. After stirring at room temperature for 1-4 h, the reaction mixture was diluted with saturated aqueous NaHCO3, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with EtOAc-hexane (1:1 to 1:3) to afford the corresponding compounds 11a-o and 12a-c.

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

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Article; Koh, Eun Jeong; El-Gamal, Mohammed I.; Oh, Chang-Hyun; Lee, So Ha; Sim, Taebo; Kim, Garam; Choi, Hong Seok; Hong, Jun Hee; Lee, Sang-Gi; Yoo, Kyung Ho; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 10 – 21;,
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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.,5381-20-4

Synthesis of 6-bromobenzothiophene-3-carbaldehyde 915Benzothiophene-3-carbaldehyde (81 1 mg, 5 mmol, 1 equiv) 3a was dissolved in acetonitrile (15 ml.) and to this solution was slowly added bromine (1 ,29 ml_, 25 mmol, 5 equiv). The resulting reaction mixture was stirred at room temperature for 18 hour after which it was partitioned between an aqueous sodium bicarbonate solution (50 ml.) and EtOAc (50 ml_). To this biphasic solution was added dropwise, under vigorous stirring, a saturated aqueous sodium thiosulfate solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted with EtOAc (25 ml_). The organic fractions were combined, dried (MgS04), filtered and concentrated under vacuum. Purification through column chromatography (Rf0.14, EtOAc/PE: 1/13) yielded 6-bromobenzothiophene-3- carbaldehyde 9 (482 mg, 2 mmol, 40%) as a white powder. 9: 6-bromobenzothiophene-3-carbaldehyde 40% as white powder; Rf0.14 (EtOAc/PE: 1/13); m.p 1 1 1 C;1H-NMR (400 MHz, CDCI3): delta = 7.63 (dd, J = 8.7, 1.7 Hz, 1 H); 8.04 (d, J = 1.7 Hz, 1 H); 8.30 (s, 1 H); 8.56 (d, J = 8.7 Hz, 1 H); 10.12 (s, 1 H);13C-NMR (100.6 MHz, CDCIs): delta = 120.2, 125.0, 125.9, 129.6, 134.0, 136.1 , 141.8, 143.2 and 185.1 ; IR (cm”1): v = 1662 (C=0); Elemental Analysis Calcd (%) for C9H5BrOS: C 44.84 H 2.09; Found: C 45.17 H 1.71 .

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

Reference£º
Patent; UNIVERSITEIT GENT; DE VREESE, Rob; D’HOOGHE, Matthias; (52 pag.)WO2016/110541; (2016); A1;,
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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: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

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

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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22913-24-2,22913-24-2, Methyl benzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

fac-(NEt4)2[ReBr3(CO)3] (200 mg,0.260 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 M-1 cm-1. 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.

The synthetic route of 22913-24-2 has been constantly updated, and we look forward to future research findings.

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Article; Nkoe, Pheello I.; Visser, Hendrik G.; Swart, Chantel; Brink, Alice; Schutte-Smith, Marietjie; Acta Crystallographica Section C: Structural Chemistry; vol. 74; (2018); p. 1116 – 1122;,
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20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,20699-85-8

A solution of 4-((ieri-butoxycarbonyl)amino)-i-methyl-iH-pyrrole-2-carboxylic acid (500 mg, 2.1 mmol) in A V-dimethylformamide (10 mL) was charged with i-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (725 mg, 3.8 mmol) and 4- (dimethylamino)pyridine (577 mg, 4.7 mmol). The reaction mixture was stirred at room temperature for 2 h. Methyl 5-aminobenzo[]thiophene-2-carboxylate 17 (392 mg, 1.9 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was then poured into ice-water (20 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were sequentially washed with 1 M citric acid (30 mL), a saturated aqueous solution of sodium hydrogen carbonate (35 mL), water (35 mL) and brine (35 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated. The resulting residue was purified by column chromatography (silica), eluting with ethyl acetate/hexane (from 0% to 50%), to give the title compound 18 (610 mg, 75%) as a beige solid. (0901) MS (ES+): m/z = 430 (M+H)+; LCMS: tR = 7.90 min.

The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FEMTOGENIX LIMITED; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; JACKSON, Paul Joseph Mark; (137 pag.)WO2016/198869; (2016); A1;,
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