Downstream synthetic route of 5381-20-4

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

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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Some tips on 1127-35-1

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

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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New learning discoveries about 4923-87-9

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

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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Analyzing the synthesis route of 4923-87-9

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

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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Analyzing the synthesis route of 3541-37-5

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

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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Brief introduction of 6314-28-9

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

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, Benzo[Z>]thiophen-2-yl-carbamic acid tert-butyl ester (1-B).; A solution of compound 1-A (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 -butanol (150 mL) was heated at reflux for 8 h. The solvent was evaporated in vacuo, and the residue purified by flash column chromatography on silica gel, eluting with dichloromethane, to afford compound 1-B as a colorless solid (18.9 g, 94%). 1H-NMR (DMSO-^): delta 1.50 (s, 9H), 6.78 (s, IH), 7.16 (d of d, IH), 7.27 (d of d, IH), 7.58 (d, IH), 7.77 (d, IH), 10.70 (br s, IH); MS: m/z 250.2 (MH+).

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

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2009/12430; (2009); A1;,
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Brief introduction of 4923-87-9

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

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

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiI2 (3.1 mg, 0.01mmol, 5 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrerbar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA (60 muL, 2 equiv.)and N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) were subsequently added in this order. The solution was gently bubbled with ethylene balloon for approximately 30 seconds. The solution was then taken up into a 8 mL stainless steel syringe pre-purged with argon, and quickly assembled onto thestop-flow micro tubing, SFMT setup. Solution was pumped into the SFMT at 400 muL/min while maintaining approximately 1:1 gas-liquid slug flow at 250 PSI. Filled SFMT was then irradiated with blueLED (2 meter strip, 18 W) in a 100oC oil bath for 24 hours. The SFMT was wash with DCM (8 mL) and subjected to GC analysis (Figure S5). Then water (30 mL) was added to reaction mixture and extracted with DCM (10 mL) three times. Combined organic layer was successively wash with brine three timesand dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography to yield the product as a mixture of meso/dl isomers (which could not be separated by column chromatography)., 4923-87-9

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

Reference£º
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
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New learning discoveries about 1195-14-8

1195-14-8, As the paragraph descriping shows that 1195-14-8 is playing an increasingly important role.

1195-14-8, 2-Methylbenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 9he, 9hh or 9hi (200 mmol) in dried THF (200 mL) held at -78 C in N2atmosphere was added dropwise 1.6 M n-BuLi in n-hexane (125 mL, 200 mmol) via syringe, and theresulting solution was stirred at -78 C for 1 h ( for 9he and 9hh) or returned to room temperaturefor 5 h (for 9hi) before dropwise addition of dried DMF (21.93 g, 300 mmol) via syringe. Thereafterthe reaction mixture was stirred at -78 C for 0.5 h and at room temperature for another 1 h. Thereaction mixture was poured into ice-water (600 mL) while stirring and the resulting mixture wasextracted with CH2Cl2 (300 mL ¡Á 3). The combined extracts were washed with 5% brine (500 mL),dried (Na2SO4) and evaporated on a rotary evaporator to give a residue, which was purified bycolumn chromatography to afford the pure product 10he, 10hh or 10hi.

1195-14-8, As the paragraph descriping shows that 1195-14-8 is playing an increasingly important role.

Reference£º
Article; Cai, Wenqing; Wu, Jingwei; Liu, Wei; Xie, Yafei; Liu, Yuqiang; Zhang, Shuo; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Molecules; vol. 23; 2; (2018);,
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New learning discoveries about 5381-20-4

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

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, Compound 1 (200.0 mg, 0.46 mmol) and thianaphthene-3-carboxaldehyde(186.5 mg, 1.14 mmol) were dissolved in benzene (40 mL).Acetic acid (400 muL) and piperidine (400 muL) were added. The reactionmixture was refluxed using Dean-Stark apparatus until compound 1 wasconsumed. After the reaction was completed, it was extracted withCH2Cl2 and water. The organic layer was collected and dried with sodiumsulfate, evaporated under reduced pressure. The product waspurified by silica gel column chromatography using n-hexane-CH2Cl2(1:2) as mobile phase. Fractions containing compound 3 were collected,then the solvent was removed under reduced pressure (90.0 mg, 27%).MALDI TOF (m/z) Calc. 725.23, Found: 725.84 [M+]. 1H NMR(500 MHz, CDCl3) deltaH 8.09 (d, J=7.9 Hz, 2H, Ar-CH), 7.91 (d,J=7.9 Hz, 2H, Ar-CH), 7.88 (s, 2H, S-CH), 7.87 (d, J=16.2 Hz, 2H,trans-CH), 7.56 (d, J=16.2 Hz, 2H, trans-CH), 7.50 (t, J=7.4 Hz 2H,Ar-CH), 7.43 (t, J=7.4 Hz 2H, Ar-CH), 7.22 (d, J=8.2 Hz, 2H, Ar-CH), 7.03 (d, J=8.2 Hz, 2H, Ar-CH), 6.73 (s, 2H, Ar-CH), 4.07 (t,J=5.6 Hz 2H, OCH2), 3.41 (t, J=6.5 Hz, 2H, N3CH2), 1.9-1.8 (m, 4H,CH2CH2), 1.55 (s, 6H, Ar- CH3), ppm.13C NMR (126 MHz, CDCl3) deltaC159.5, 152.4,142.2, 140.5, 138.9, 137.4, 133.9, 133.7, 129.7, 127.3,127.2, 125.2, 124.8, 124.7, 122.9, 121.9, 120.3, 117.6, 114.9, 67.3,51.2, 26.5, 25.8, 14.9 ppm.

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

Reference£º
Article; Tanr?verdi Ecik, Esra; ?enkuytu, Elif; Okutan, Elif; Yenilmez Ciftci, Goenuel; Inorganica Chimica Acta; vol. 495; (2019);,
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Some tips on 130-03-0

As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred mixture of ketone 1a or 1b (3 mmol) and diarylpropargylic alcohols 2a-e (3 ml) in acetonitrile (3 ml) the corresponding catalyst (Table 1) was added and the reaction mixture was refluxed under argon for 1 h. After cooling, the solvent was distilled off in vacuo. The residue was purified by recrystallization from the corresponding solvent or by chromatography on silica gel using the light petroleum/ethyl acetate (8:1) system as an eluent., 130-03-0

As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

Reference£º
Article; Shirinian, Valerii Z.; Zavarzin, Igor V.; Leonova, Evgeniya S.; Markosyan, Ashot I.; Mendeleev Communications; vol. 25; 4; (2015); p. 262 – 263;,
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