Category: benzothiophene

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

This compound was synthetized using a modified procedure of . 7-bromobenzo[b]thiophene (1.0 g, 4.69 mmol, 1.0 eq.) was dissolved in diethyl ether (25 ml) and cooled at -40C. Then n-butyllithium 1.6 M (3.23 ml, 5.16 mmol, 1.1 eq) was added dropwise and the solution was warmed to 0C over a 1 h period. The solution was cooled to -60C and a solution of 2,2,2-trifluoro-1-morpholinoethan-1-one (0.86 g, 4.69 mmol, 1.0 eq) in diethyl ether (5 ml) was added in portions. The resultant mixture was stirred at -60C for 7 h and then warmed up to room temperature. The solution was hydrolyzed with saturated NH4Cl (5 ml), washed with NH4Cl (3 x 5 ml) and water (3 x 5 ml), dried (Na2SO4) and concentrated. The resulting residue was purified by flash column chromatography on silica gel using ethyl hexane: ethyl acetate (10:1) as eluent to afford a light-yellow solid (0.98 g, 91%). 1H-NMR (300 MHz, CDCl3) delta = 8.20 (ddd, J = 7.9, 4.5, 1.4 Hz, 2H), 7.70 (d, J = 5.5 Hz, 1 H), 7.58 (t, J = 7.9 Hz, 1 H), 7.49 (d, J = 5.5 Hz, 1 H). 19F NMR (282 MHz, CDCl3) delta = – 69.54 (s, CF3)., 1423-61-6

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

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); 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: As a typical experiment, the reaction of the aryl bromide (1 mmol), benzothiophene (1.5 mmol) and KOAc (0.196 g, 2 mmol) at 150C during 16 h in DMF or DMAc (4 mL) in the presence of Pd(OAc)2 (0.224 mg,0.001 mmol) or (1.12 mg, 0.005 mmol) prepared as a solution in DMAc (1 mg of Pd(OAc)2 in 1 mL of DMAc) under argon affords the coupling product after evaporation of the solvent and purificationon silica gel.

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

Reference£º
Article; Zhao, Liqin; Bruneau, Christian; Doucet, Henri; Tetrahedron; vol. 69; 34; (2013); p. 7082 – 7089;,
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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

A mixture of 400 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 56 mg of lithium hydroxide monohydrate,5 ml of water, and 15 ml of methanol was stirred for 2 hours at 80C. After being cooled to room temperature, thereaction mixture was concentrated under reduced pressure. Water was added to the residues, and the residue waswashed three times with tert-butyl methyl ether. One (1) M hydrochloric acid was added to the aqueous layer to adjustpH thereof to 5 to 6. The precipitated solids were collected by filtration. The obtained solids were washed with waterand ethyl acetate and then dried under reduced pressure, thereby obtaining 280 mg of 5-aminobenzo[b]thiophene-2-carboxylic acid (hereinafter, described as a “compound 61 of the present invention”) 1H-NMR (DMSO-D6) delta: 7.82 (s, 1H), 7.63 (d, 1H, J = 8.8 Hz), 7.03 (d, 1H, J = 2.2 Hz), 6.86 (dd, 1H, J = 8.8, 2.2 Hz)., 20699-85-8

The synthetic route of 20699-85-8 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; EP2926660; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

EXAMPLE 213 5-(1-decynyl)-2-benzo[b]thiophenecarboxaldehyde To a solution of 5 (1-decynyl)benzo[b]thiophene (20.0 g) in dry ether (150 ml), under nitrogen, was added n-butyllithium (2.5M in hexanes) (32.6 ml) dropwise, with stirring at room temperature. The solution was stirred at room temperature, under nitrogen, for 2.5 hrs and then cooled to -60 C. A solution of dry dimethylformamide (5.95 g) in dry ether (15 ml) was added dropwise, and the reaction mixture was allow to warm to room temperature. The reaction mixture was quenched with ammonium chloride solution and the layers separated. The aqueous phase was extracted with ether, the organic extracts combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated. The residue was flash chromatographed (silica: 3-4%, ethyl acetate:heptane). The appropriate fractions were collected and evaporated. The residue was recrystallized from heptane to give 11.5 g (52.0%) of product, mp 45-47 C. Analysis: Calculated for C19 H22 OS: 76.47%C 7.43%H Found: 76.63%C 7.36%H, 95-15-8

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

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5360811; (1994); A;,
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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

General procedure: A mixture of magnesium (288 mg, 12 mmol) and aryl bromide (15.6 mmol) was reacted in dry tetrahydrofuran under reflux for 30 minutes. Then, a solution of 2-aminobenzonitrile (708 mg, 6.0 mmol) in dry tetrahydrofuran (8 mL) was added slowly. After a refluxed period (2 h), methyl chloroformate (977 mg, 9.0 mol) was added dropwise at 0 C, and the resulting mixture was refluxed for 14 h. The mixture was cooled to ambient temperature and poured into a hydrochloric acid solution (2 M). The mixture was neutralized with 10% sodium bicarbonate aqueous solution and extracted with dichloromethane (30 mL ¡Á 3). The combined organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo. The residue obtained was purified by flash column chromatography using dichloromethane/methanol as eluent to achieve the product. 4-(benzo[b]thiophen-5-yl)quinazolin-2(1H)-one (1m): white solid, mp: 312-313 C, 70% yield, the new compound, Rf = 0.25 (dichloromethane/methanol = 25/1); 1H NMR (400 MHz, DMSO-d6) delta 11.97 (s, 1H), 8.22 (d, J = 8.7 Hz, 2H), 7.91 (d, J = 5.4 Hz, 1H), 7.75 (t, J = 7.8 Hz, 2H), 7.67 (dd, J = 8.4, 1.1 Hz, 1H), 7.62 (d, J = 5.4 Hz, 1H), 7.40 (d, J = 8.1 Hz, 1H), 7.22 (t, J = 7.6 Hz, 1H). 13C NMR (100 MHz, DMSO-d6) delta 175.6, 155.4, 143.9, 141.5, 139.7, 135.6, 133.2, 129.4, 129.1, 125.5, 125.2, 125.0, 123.2, 122.9, 116.0, 114.8. HRMS (ESI) m/z Calculated for C16H10N2OS [M+H]+ 279.0587, found 279.0584.

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Meng, Fan-Jie; Shi, Lei; Jiang, Wen-Feng; Feng, Guang-Shou; Lu, Xiao-Bing; Zhao, Zi-Biao; Tetrahedron Letters; vol. 60; 33; (2019);,
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4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

Reference£º
Patent; Abdel-Magid, Ahmed F.; Mehrman, Steven J.; US2006/270856; (2006); A1;,
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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, General procedure: The amide 6 from the step1 reaction (5.0mmol), aldehyde 7 (5mmol), and piperidine (five drops) were added and stirred in anhydrous ethanol (10mL). Ethanol was evaporated and solid was triturated with water and dried under high vacuum to give the desired product 8.

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

Reference£º
Article; Peng, Zhenghong; Maxwell, David S.; Sun, Duoli; Bhanu Prasad, Basvoju A.; Schuber Jr., Paul T.; Pal, Ashutosh; Ying, Yunming; Han, Dongmei; Gao, Liwei; Wang, Shimei; Levitzki, Alexander; Kapuria, Vaibhav; Talpaz, Moshe; Young, Matthew; Showalter, Hollis D.; Donato, Nicholas J.; Bornmann, William G.; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1450 – 1458;,
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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.; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2007/293476; (2007); 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

Preparation 54 Preparation of 3-(methylaminomethyl)benzo[b]thiophene To a stirred solution of 2 M methylamine in methanol (75 mmole, 150 mmole) was added benzo[b]thiophen-3-carboxaldehyde (5.3 g, 33 mmole) and HOAc (4.3 mL, 75 mmole). The reaction was stirred at RT for 1 h, then NaBH3CN (2.1 g, 33 mmole) was added portionwise over 5 minutes. The reaction was stirred for an additional 16 h then was concentrated under vacuum. The residue was taken up in Et2O (300 mL) and washed with 1.0 N NaOH (300 mL) then with brine, dried (Na2SO4), and concentrated. Purification by flash chromatography on silica gel (5% (5% NH4OH/MeOH)/CHCl3) gave the title compound (2.81 g, 48%) as a brownish oil: 1H NMR (400 MHz, CDCl3) delta¡¤7.87 (2d, 2 H), 7.40 (m, 2 H), 7.32 (s, 1 H), 4.02 (s, 2 H), 2.56 (s, 3 H), 1.5 (br s, 1 H)., 5381-20-4

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

Reference£º
Patent; Affinium Pharmaceuticals, Inc.; EP1226138; (2004); B1;,
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20532-28-9, 5-Aminobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,20532-28-9

A stirred solution of benzo[b]thiophen-5-amine (2.48 g, 17.0 mmol), hexane-2,5-dione (1.95 mL, 17.0 mmol) and glacial acetic acid (0.2 mL) in benzene (35 mL) was heated to reflux under a Dean-Stark head. After 14 h the reaction was cooled to r.t., diluted with diethyl ether (40 mL), and successively washed with aqueous 2 N hydrochloric acid (30 mL), brine (30 mL), a saturated aqueous solution of sodium hydrogen carbonate (30 mL) and finally brine (30 mL). The organic layer was separated, dried over magnesium sulfate, filtered and the solvent evaporated in vacuo to yield l-(benzo[b]thiophen-5-yl)- 2,5-dimethyl-lH-pyrrole (3.67 g, 97%) as a light orange crystalline solid. 1H NMR delta (CDCl3, 400 MHz) 2.04 (s, 6 H), 5.93 (s, 2 H), 7.19 (dd, /= 8, 2 Hz, 1 H), 7.37 (d, J = 5 Hz, 1 H), 7.55 (d, J = 5 Hz, 1 H), 7.66 (d, / = 2 Hz, 1 H), 7.94 (d, J = 9 Hz, 1 H).

20532-28-9 5-Aminobenzothiophene 288032, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
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Benzothiophene | C8H6S – PubChem