Category: 5381-20-4

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

Dehydroacetic acid (500 mg, 2.97 mmol),3-formaldehyde benzothiophene (482.34 mg, 2.97 mmol) was dissolved in CHCl3 (4 ml).Piperidine (2d) was added dropwise,Nitrogen protection, reaction at 60 C for 12 h.The post-processing operation is the same as in Embodiment 1,A yellow solid was obtained, 507 mg (yield 54.59%).

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

Reference£º
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; You Qidong; Hu Wenyuan; Jiang Zhengyu; Guo Xiaoke; Xu Xiaoli; Zhang Xiaojin; (14 pag.)CN107629041; (2018); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

(2) Preparation of 1-(3a,7a-dihydro-1-benzothien-3-yl)-2-(methylamino)ethanol. Potassium hydroxide (3.11 g) and H2O (0.12 mL) are added to acetonitrile (50 mL). Trimethylsulfonium iodide (5.65 g) and thianaphthene-3-carboxaldehyde (4.50 g) are then added. The reaction mixture is heated to 60 C. for 4 h. The reaction mixture is allowed to cool to room temperature and is then diluted with Et2O (25 mL). The precipitate is filtered off, and the filtrate is concentrated in vacuo. The resulting crude material is dissolved in methanol (40 mL) and added to a solution of methylamine in methanol (2M, 100 mL). The reaction mixture is stirred at room temperature for 3 d. The reaction mixture is concentrated in vacuo. The resulting brown oil is purified via column chromatography (CHCl3/methanol, 95/5, 90/10; CHCl3/methanol/NH4OH, 90/10/1) to yield 1.75 g of the title compound as a yellow solid. Physical characteristics: Mp 98-102 C.; 1H NMR (400 MHz, DMSO-d6) delta 7.98-7.90, 7.51, 7.60, 7.40-7.33, 5.43, 5.04, 2.80, 2.34; MS (ESI+) m/z 208 (M+H)+.

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

Reference£º
Patent; Strohbach, Joseph Walter; Tanis, Steven P.; Moon, Malcolm Wilson; Nieman, James A.; Beauchamp, Thomas J.; Northuis, Jill M.; McGhee, William D.; US2003/207877; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

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

Reference£º
Article; Zhao, Liqin; Bruneau, Christian; Doucet, Henri; Tetrahedron; vol. 69; 34; (2013); p. 7082 – 7089;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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 methyl 4-aminobenzoate esters 5a-d and 11a-b The synthesis of 3-[(4-methoxycarbonylphenyl)aminomethyl]benzothiophene 5a will be used as an example for the synthesis of secondary amines 5a-d and 11 a-b. Benzothiophene-3- carbaldehyde 3a (406 mg, 2.5 mmol, 1 equiv) was dissolved in ethanol (15 mL) and to this solution were added glacial acetic acid (751 mg, 12.5 mmol, 5 equiv) and methyl 4- aminobenzoate (454 mg, 3 mmol, 1 .2 equiv). This reaction mixture was stirred for one hour at refluxing conditions after which it was cooled to 0C. Sodium cyanoborohydride (471 mg, 7.5 mmol, 3 equiv) was added and the reaction mixture was allowed to warm to room temperature. After one hour the mixture was poured in to brine (15 mL) and three times extracted with EtOAc (15 mL). The combined organic fraction was thereafter three times washed with brine (15 mL), dried (MgS04), filtered and evaporated under vacuum. Purification through recrystallization from ethanol yielded 3-[(4- methoxycarbonylphenyl)aminomethyl]-benzothiophene 5a (520 mg, 1 .75 mmol, 70%) as a white powder. For secondary amine 5b a solvent mixture of ethanol/CH2CI2(1 /1 ) was used as solvent for the reaction. 5a: 3-[(4-methoxycarbonylphenyl)aminomethyl]benzothiophene 70% as white powder; recrystallization from EtOH; m.p. 127C;1H-NMR (300 MHz, CDCI3): delta = 3.84 (s, 3H); 4.48 (s(broad), 1 H); 4.58 (d, J = 5.0 Hz, 2H); 6.62 (d, J = 8.8 Hz, 2H); 7.32 (s, 1 H); 7.35-7.43, 7.73-7.81 and 7.86-7.90 (3 m, 2H, 1 H and 3H);13C-NMR (75 MHz, CDCI3): delta = 42.2, 51 .7,1 1 1 .8, 1 19.0, 121 .7, 123.2, 124.1 , 124.4, 124.8, 131 .7, 132.8, 137.8, 141 .0, 151 .7 and 167.4; IR (cm”1): v = 3379 (N H); 1685 (C=0); MS (70 eV): m/z (%) = 296 (100) [M”- H]; HRMS (ESI)Anal. Calcd. for Ci7H14N02S 296.0751 [M”- H], Found 296.0760.

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

Reference£º
Patent; UNIVERSITEIT GENT; DE VREESE, Rob; D’HOOGHE, Matthias; (52 pag.)WO2016/110541; (2016); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General operating procedure: under N2 protection, 20 mL anhydrous tetrahydrofuran was added into the flask containing 2.5 mmol matrine. Then the flask was cooled in icy brine solution for 10-15 min. Next, 5 mmol LDA was added dropwise, following a reaction at room temperature for 30 min. After an icy-salt bath, 5 mmol aromatic aldehyde was added, following a reaction at room temperature for 3 h. Then, a certain amount of water was added for quenching. After the pH value was adjusted to 7-8 by 3N HCl, water of three fold volume was added. Subsequently, the solution obtained was extracted with CH2Cl2, and the extract was detected using thin-layer chromatography (TLC). The organic layer was dried with anhydrous Na2SO4, and concentrated into oily residues. By using ethyl acetate and CH2Cl2 (with the volume ratio of 1:3) as eluant, the residue was purified with silica-gel column chromatography. Finally, the products of 3a~3ac were obtained, with the yields of 32-67%., 5381-20-4

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

Reference£º
Article; Li, Zheng; Wu, Lichuan; Cai, Bin; Luo, Mengyang; Huang, Mengtian; Ur Rashid, Haroon; Yang, Yuwen; Jiang, Jun; Wang, Lisheng; Medicinal Chemistry Research; vol. 27; 8; (2018); p. 1941 – 1955;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

EXAMPLE 1 N-(benzo[b]thien-3-ylmethyl)-sulfamide (Compound #1) 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).

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

Reference£º
Patent; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2006/47001; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

EXAMPLE 1 N-(benzo[b]thien-3-ylmethyl)-sulfamide (Compound #1) 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).

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

Reference£º
Patent; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2006/47001; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem