Category: benzothiophene

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

Thiosemicarbazide (1.82 g, 20.0 mmol) was added to a stirredsolution of benzo [b]thiophene-2-carboxaldehyde (1) (3.24 g,20.0 mmol) in absolute ethyl alcohol (40 ml) and then (1.0 ml) ofacetic acid was added. The reaction mixture was stirred underreflux for 20 h, cooled to room temperature and separate precipitatewas collected by filtration, washed with ethyl alcohol to affordthe desired product to yield 3.90 g (83%); mp 218-219 C, mp219-220 C [22]; eluent: dichloromethane/methanol (95:5),Rf 0.67.1H NMR (DMSO-d6) d(ppm): 7.35-7.43 (m, 2H, 2CHAr);7.59 (bs, 1H, NH2); 7.77 (s, 1H, CH); 7.81-7.86 (m, 1H, CHAr);7.91-7.96 (m, 1H, CH); 8.32 (bs, 1H, NH2); 8.37 (s, 1H, CH]N); 11.62(bs, 1H, NH). 13C NMR (DMSO-d6) d(ppm): 122.98 (C); 124.74 (C);125.28 (C); 126.44 (C); 128.16 (C); 138.27 (C); 139.63 (C); 139.78 (C);139.85 (C); 178.34 (C]S)., 3541-37-5

The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Rosada, Beata; Bekier, Adrian; Cytarska, Joanna; P?azi?ski, Wojciech; Zavyalova, Olga; Sikora, Adam; Dzitko, Katarzyna; ??czkowski, Krzysztof Z.; European Journal of Medicinal Chemistry; vol. 184; (2019);,
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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.

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).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191451; (2007); A1;,
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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.,4923-87-9

[000887] To a mixture of LDA (2 N, 8.3 mL, 16.5 mmol) in tetrahydrofuran (10 mL) under nitrogen was added Compound 225A (3.2 g, 15.0 mmol) in tetrahydrofuran (5 mL) slowly at -78 C. It was stirred at -78 C for 1 h, and the mixture was added to a solution of carbon tetrachloride (5.5 mL, 56.6 mmol) in tetrahydrofuran (15 mL) at -78 C. The resultant mixture was stirred at -78 C for 1.5 h, quenched with ammonium chloride solution (50 mL), warmed to room temperature, and extracted with DCM (100 mL x 2). The combined organic phases were washed with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel (petroleum ether, 100% v/v) to furnish Compound 225B.

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

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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1127-35-1, Benzo[b]thiophene-3(2H)-one 1,1-Dioxide is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

600 g of methanol, 36.4 g of compound Ia, 14.52 g of malononitrile, and 0.8 g of piperidine were successively added to a 1000 mL three-necked flask, and after stirring, stirring was started.The temperature was raised to 60 C, the reaction was kept for about 12 hours, and the reaction was stopped after the system was free of the compound Ia. The mixture was cooled to room temperature, suction filtered, and washed with methanol.The solid was dried to obtain 42.8 g of the compound Ib, and the yield was 93.0%.The purity is 96.3%. The HPLC data are shown in the table below, and the chromatogram is shown in Figure 2., 1127-35-1

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

Reference£º
Patent; Zhejiang Runtu Institute Co., Ltd.; Li Jianchang; Zhao Guosheng; Chen Baoxing; Tao Binbin; (15 pag.)CN109233323; (2019); A;,
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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

EXAMPLE 62 2-(3-Benzo[b]thienyl)-2-trimethylsiloxyethanenitrile Benzo[b]thiophene-3-carbaldehyde [1.8 g., 11 mmoles, J. Chem. Soc. C., pp. 339-340 (1969)] and about 100 mg. of zinc iodide were combined in 35 ml. of ether. Trimethylsilylcarbonitrile (1.98 g., 20 mmoles) was added dropwise. After approximately 1 hour, the reaction mixture was washed in sequence with saturated sodium bicarbonate, water and brine, dried over anhydrous sodium sulfate, filtered and evaporated to yield 2-(3-benzo[b]thienyl)-2-trimethylsiloxyethanenitrile [2.5 g., oil, Rf 0.7 (1:2 ethyl acetate:hexane)].

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

Reference£º
Patent; Pfizer Inc.; US4332952; (1982); A;,
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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, The compound 2-benzothiophenecarboxylic acid (0901-137) (1.0 g, 5.61 mmol, 1.0 equiv) was added to 20 ml of methanol,Then add concentrated sulfuric acid (0.1 g),The mixture was stirred at 60 C for 16 hours.After completion of the reaction, 50 ml of a saturated aqueous sodium hydrogencarbonate solution was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target product 2-benzothiophenecarboxylic acid methyl ester (1.05). g, yield 97.4%) as a white solid

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

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.

5-Bromo-1 ,3-dihydro-benzo(c)thiophene 2,2-dioxide (500 mg, 2.02 mmol), the previously synthesized tert-butyl 2-(bromozincio)acetate (7.60 m L, 6.07 mmol) and dry THF (5 mL) were placed in flask, the mixture was degassed by nitrogen bubbling for 5 mm. Then Pd2(dba)3 (185 mg, 0.20 mmol) and XPhos (193 mg, 0.41 mmol) were incorporated and the reaction mixture was stirred at 75C for 1 h. The mixture was cooled to rt, EtOAc and water was added and the two-phase mixture was filtered through a pad of Celite. The phaseswere separated, the organic layer was dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with a gradient of Cyclohexane/EtOAc from [100:0] to [70:30]. The product fractions were combined and concentrated to dryness. The residue was triturated with Cyclohexane/Et20 [1:1], filtered and dried under vacuum at 40C. The product tert-butyl 2-(2,2-dioxo-1 ,3-dihydro-2- benzothiophen-5-yl)acetate Ex.46a (421 mg, 74%) was isolated as a white fluffy solid. 1 H NMR (300 MHz, DMSO-d6, d in ppm): 1 .39 (s, 9H), 3.58 (s, 2H), 4.46 (s, 2H), 4.48 (s, 2H), 7.22-7.25 (m, 2H), 7.32 (d, 1 H, J=7.5Hz).

351005-12-4, The synthetic route of 351005-12-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
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20699-86-9, Methyl 5-nitrobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of Benzofuran and Benzo [b] thiophene Derivatives; Synthesis of 5- (3-chloro-2-methvl-benzenesulfonylamino) -benzorblthiophene-2-carboxylic acid methyl ester, STX 971 (KRB01096) :; 5-amino-benzo [b] thiophene-2-carboxylic acid methyl ester (KRB01094) :; To a solution of 5-nitro-benzo [b] thiophene-2-carboxylic acid methyl ester [15] (130 mg, 0.548 mmol) in methanol (30 mL) was added 5% palladium on carbon (20 mg) and the mixture was stirred under 1 atm Ha for 2 h. The mixture was filtered through celite and the filtrate evaporated. The residue was passed through a silica column to afford 5-amino- benzo [b] thiophene-2-carboxylic acid methyl ester as a pale yellow solid (94 mg, 83%), single spot at Rf 0.75 (95: 5 dichloromethane : methanol).’H NMR (CDCl3) : No. 7.86 (1H, s), 7.61 (1H, d, J=8. 7 Hz), 7.11 (1H, d, J=2. 2 Hz), 6.88 (1H, dd, J=8.7, 2. 5 Hz), 3.91 (3H, s), 3.76 (2H, s, N-H2) [16].

20699-86-9, As the paragraph descriping shows that 20699-86-9 is playing an increasingly important role.

Reference£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
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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.

General procedure: To a stirred solution of 5 (1 equiv.) in THF (~20 mL) was added dropwise a 2.0 M solution of lithium diisopropylamide (LDA) in THF/heptane/ethylbenzene (2.2 equiv.) at -78 C. The reaction mixture was stirred for 30 min at 0 C followed by dropwise addition of aldehyde (1.2equiv.). The solution was stirred for 16 h at room temperature, quenched by a saturated aqueous solution of NH4Cl and extracted with ethyl acetate. The organic phase was dried with MgSO4, evaporated, and the residue was purified by silica gel column chromatography

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

Reference£º
Article; Ishita, Keisuke; Stefanopoulos, Stavros; Khalil, Ahmed; Cheng, Xiaolin; Tjarks, Werner; Rappleye, Chad A.; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2251 – 2261;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Combine 7-bromobenzo[b]thiophene (300 g, 1.41 mmol) and tri- isopropylborate (403.6 g, 2.15 mmol) in anhydrous THF (4 L) in a 12-L Morton flask fitted with a mechanical stirrer and cool under nitrogen in a dry-ice/acetone bath to – 70 0C. Add M-butyl lithium (1.6 M in hexane, 714 g, 1.68 mmol) dropwise at such a rate as to keep the internal temperature less than -67.5 0C. After the addition is complete allow the reaction mixture to stir at this temperature for 1 h. Remove the cooling bath and slowly add 4 L of water, which causes the temperature to rise to about -5 0C. Next, add concentrated HCl (75 mL) until the pH of the solution is about pH = 2. Allow the slurry to stir for 1 h. Add sufficient 5 N aqueous NaOH to adjust the pH of the mixture to about pH = 12 and transfer to a 22-L bottom-drop funnel. Separate and save the lower aqueous layer. Dilute the upper organic layer with 4 L of methyl-tert-butyl ether and extract with 1 L of 5 N aqueous NaOH. Separate the aqueous layer, combine with the previous aqueous extract and place back in the separatory funnel. Wash the aqueous layer with additional methyl-tert-butyl ether (4 L). Again, separate the aqueous layer and transfer to a 12-L, 3 -neck round bottom flask fitted with a mechanical stirrer. Cool the solution to +5 0C with an ice-water bath. Add concentrated HCl slowly until the pH of the solution is about pH = 2. Stir the mixture for 30 minutes and then filter off the resulting solid. Rinse the solid on the funnel twice with 2 L of water and allow to air-dry for 30 min. Place the solid in a vacuum oven at 50 0C and dry under vacuum overnight. The dried solid is slurried with 2 L of M-heptane for 30 min to remove the yellow color. Again filter off the solid, air-dry for 30 min and then vacuum-dry at 40 0C overnight to give the title compound (188.8 g, 75 %) as a white solid. 1H NMR (400 MHz, CD3OD) delta 7.86 (d, J= 8 Hz, IH), 7.49-7.57 (m, 2H), 7.30-7.39 (m, 2H)., 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; ELI LILLY AND COMPANY; WO2008/144223; (2008); A2;,
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