Day: November 13, 2020

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

General procedure: A mixture of an aromatic or heteroaromatic aldehyde(10.00 mmol) and an active methylene compound (10.0mmol) in acetic anhydride (15 mL) was stirred underexclusion of moisture in a water bath at 90C for 8 h.Under consumption of the starting material a deeply colouredsolution was observed and by the time a crystallineprecipitate was formed. After cooling to 0C the precipitatewas filtered off by suction, washed exhaustively withmethanol (100-200 mL) until the filtrate showed thecolour of the desired product in solution and then dried inair at room temperature.The following compounds were so prepared.

1127-35-1, The synthetic route of 1127-35-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Heichert, Christoph; Hartmann, Horst; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 71; 6; (2016); p. 651 – 658;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 4-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy- 12-oxo-6-((tetrahydro-2H- pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyriclo[1,2-a] [1,4]diazepin-3- yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxylic acid (15) (no mg, 0.17 mmol)in N,N-dimethylformamide (4 mL) was charged with 1-(3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (s? mg, 0.31 mmol) and 4-(dimethylamino)pyridine (7 mg, 0.38 mmol). The reaction mixture was stirred at room temperature for 30 mm. Methyl 5-aminobenzo[b]thiophene-2-carboxylate (32 mg, 0.15 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was thenpoured into ice-water (40 mL) and extracted with ethyl acetate ( x 100 mL). The combined organic extracts were sequentially washed with 1 M citric acid (60 mL), a saturated aqueous solution of sodium hydrogen carbonate (70 mL), water (70 mL) and brine (70 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated. The resulting residue was then purified by column chromatography(silica), eluting with ethyl acetate/dichloromethane (o% to 100%), followed by methanol/dichloromethane (from o% to 10%), to give the title compound (so mg, 39%) as a yellow oil.MS m/z (ElMS) = 844.9 (M+H) LCMS (Method A): tR = 8.22 mm., 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; FEMTOGENIX LIMITED; JACKSON, Paul Joseph Mark; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; (121 pag.)WO2017/32983; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The solution of compound 2a or 2b (1.1 mmol) in water (10 mL)was stirred and then potassium hydroxide pellets (5.4 mmol) wasadded, which was refluxed for 3 h. The aqueous layer was thenacidified to pH 1 with 1 M hydrochloric acid solution. The aqueouslayer was extracted with dichloromethane (3 15 mL). The combinedorganic layers were dried with sodium sulfate, filtered, andthe solvents were removed under reduced pressure to afford thetitle compound 3a or 3b.

360576-01-8, The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Wenda; Ma, Ting; Li, Shanshan; Yang, Yanwei; Guo, Jianpeng; Yu, Wenying; Kong, Lingyi; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 538 – 550;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

10133-22-9, 5-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparative Example 49PREPARATION OF 5-VINYL-1-BENZOTHIOPHENETriphenylphosphine (1.20 g, 4.58 mmol) and 5-(bromomethyl)-1-benzothiophene (1.00 g, 4.40 mmol) in toluene (50 mL) was heated under reflux for 2 h. The mixture was then cooled and the resulting white crystalline precipitate was isolated by suction filtration, rinsed with a small amount of hexanes, and dried in vacuo. The solid was suspended in aqueous formaldehyde (37%, 20 mL) and aqueous sodium hydroxide (3M, 10 mL) was added dropwise. The resulting mixture was stirred for 3 h at r.t. It was then extracted with hexanes, dried (MgSO4), and concentrated under reduced pressure. Column chromatography of the residue (hexanes) afforded the product.1H NMR (400 MHz, CDCl3) delta (ppm): 7.83-7.80 (m, 2H); 7.48-7.42 (m, 2H); 7.31 (dd, J=5.2, 0.8, 1H); 6.83 (dd, J=17.0, 11.0, 1H); 5.82 (d, J=17.4, 1H); 5.28 (d, J=11.0, 1H).

10133-22-9, The synthetic route of 10133-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MethylGene Inc.; US2010/279983; (2010); 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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

5-Chlorobenzo [b] thiophene (2 g, 11.8 mmol) was dissolved in dichloromethane under a 250 ml two-necked round bottom flask(NaCl) (1.95 g, 23.6 mmol) and Br2 (1.89 g, 11.8 mmol) were slowly added to a solution ofThe mixture was added for 5 minutes. After the reaction, 10% sodium bisulfate (NaHS04) solution (20 ml) was poured into the mixture and thenThe resulting mixture was extracted with ethyl acetate (20 ml), dried over MgS04 and evaporated in vacuo to give 2.49 g of a yellow solid(85% yield).

20532-33-6, As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference£º
Patent; LG DISPLAY CO LTD; LEE, BANGSOOK; BIN, JONGKWAN; SEO, BOMIN; (14 pag.)CN103896967; (2016); B;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

To a 2-L three-necked round-bottomed flask containing a solution of 7-bromo-l-benzothiophene (50 g, 236 mmol, Intermediate XI 3) in THF (400 mL) at -78 C was added LDA (236 mL of a 1.8 M solution in THF, 472 mmol, Sigma- Aldrich, India) and the mixture was stirred at -78 C for 45 min. A solution of N-((S,E)-(2-chlorophenyl)methylidene)-2-methyl-2- propanesulfinamide (57.3 g, 236 mmol, Intermediate Yl) in THF (100 mL) was added dropwise and the mixture was stirred at -78 C for 16 h. Water (500 mL) was added, the mixture was allowed to warm to room temperature, and was extracted with EtOAc (2 x 500 mL and 2 x 200 mL). The combined organic layers were dried (Na2S04), filtered, and concentrated under reduced pressure. The resulting product was purified by column chromatography (basic alumina, 0% to 10% EtOAc/hexane to deliver (S)-N-((R)-(7-bromo-l-benzothiophen-2- yl)(2-chlorophenyl)methyl)-2-methyl-2-propanesulfinamide (25 g) as a pale- yellow liquid.

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

Reference£º
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); 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.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Ester 9 (6.8 g, 25.0 mmol) was dissolved in THF (anhydrous, 50 mL) and cooled to 0 oC. Lithium dimethylammonium borohydride3 (50 mL, 50.0 mmol, 1.0 M THF/hexane) was added drop-wise. After 5 min of stirring, the reaction was complete as judged by TLC and was quenched with HCl (3.0 M) under vigorous stirring until the evolution of gas ceased. The organic layer was separated, and the aqueous layer extracted with EtOAc (3x). The combined organic layers were washed with water and brine followed by drying (Na2SO4). Evaporation of solvent gave a yellow solid, which was recrystallized from isopropanol/water to give the desired primary alcohol as white crystals. (5.7 g, 94% yield), mp 111-113 oC. IR (thin film, cm-1) 3203, 3071, 2901, 2853, 1577, 1523, 1444, 849, 841; 1H NMR (CDCl3) delta 7.95 (d, J = 1.5 Hz, 1H), 7.57 (d, J = 8.5 Hz, 1H), 7.44 (dd, J = 1.5, 8.5 Hz, 1H), 7.17 (d, J = 1.0 Hz, 1H), 4.91 (s, 2H), 1.97 (br s, 1H); 13C NMR (CDCl3) delta 145.8, 141.6, 138.5, 128.0, 125.1, 124.8, 121.1, 118.3, 60.9; HRMS (EI) for C9H7BrOS [M]+ calcd, 241.9401, found, 241.9404 (error = 1.2 ppm)., 360576-01-8

360576-01-8 Methyl 6-bromobenzo[b]thiophene-2-carboxylate 22474078, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Zuckerman, Nathaniel B.; Kang, Xiongwu; Chen, Shaowei; Konopelski, Joseph P.; Tetrahedron Letters; vol. 54; 11; (2013); p. 1482 – 1485;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

To a stirred mixture of 5-bromobenzthiophene (22.5 g, 105.6 mmol) and the acid chloride (17.4 ml, 141.3 mmol) in 135 ml benzene at 0 C., SnCl4 (43.1 ml, 368 mmol) was added in 2 h. Stirring was continued for 4 hours at the same temperature. The reaction mixture was poured into a mixture of 95 ml concentrated HCl (36-38%) in ice. The reaction mixture was extracted with EtOAc and the organic layer was washed with H2O (3*), 1N NaOH (1*), 5% NaHCO3 and H2O (2*). The EtOAc fraction was dried (MgSO4). The drying agent was removed by filtration and the solvent by evaporation under reduced pressure. The residue was recrystallized from 950 ml MeOH and chromatographed with Et2O/petroleum ether 1/1 as eluent to give 23.3 g (68%) of the acylated benzthiophene., 4923-87-9

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

Reference£º
Patent; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At -78 C,16.6 g (124 mmol) of benzothiophene (compound of formula 2) was dissolved in 200 mL of tetrahydrofuran.Add 78.5 mL (937 mmol) of n-butyllithium,The mixture was stirred at -78 C for 1.5 hours.Will be 23.95g (118mmol)5-bromo-2-fluorobenzaldehyde (formula 1 compound) is solubleIn 300 mL of tetrahydrofuran,And mixing it with the above benzothiophene solution,Stirring was continued for 2 hours at -78 C.Water and diethyl ether were added to the reaction mixture.Separating the organic phase,And dried with magnesium sulfate,It is then filtered and dried under vacuum.The obtained crude product was purified by column chromatography (ethyl acetate-hexane).Obtaining benzo[b]thiophene-2-methanol,Alpha-(5-bromo-2-fluorophenyl) (compound of formula 3) 35.4 g;Purity 99.5%; yield 89%;, 95-15-8

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; Anqing Qichuang Pharmaceutical Co., Ltd.; Wu Xueping; Hai Wei; (13 pag.)CN108276396; (2018); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

351005-12-4, 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

351005-12-4, Dissolve 4-bromo-1, 2-bis-bromomethyl-benzene (J. Org. Chef., 1418-1421, 1985; 3.42 g, 9.96 mmol) in a 2 to 1 mixture of ethanol (EtOH) and THF (1196 mL) and heat the solution to 70C with stirring. Add a solution of Na2S. 9H2O (2.63 g, 10.96 mmol) in water (40 mL), dropwise, over 10 hours using a syringe pump. Continue to heat and stir for another 10 hours. Cool to room temperature and remove the organic solvent under reduced pressure. Add water (200 mL) to the residue and extract the aqueous layer with EtOAc (3 x 200 mL). Combine the organic layers and dry with Na2S04, filter, concentrate and purify by flash column chromatography (silica gel, hexanes) to give 1.27 g of 5-bromo-1, 3-dihydro-benzo [c] thiophene (59%). Dissolve 5-bromo-1, 3-dihydro-benzo [c] thiophene (1. 25 g, 5.79 mmol) in methanol (25 mL) and add oxone (10.7 g, 17. 4 mmol). Stir the reaction mixture for 2 hours at 0C and then add a 1M aqueous sodium bisulfite solution (100 mL). Stir the reaction mixture for 10 minutes and add saturated NaHCO3 solution (200 mL). Extract the aqueous layer with CH2C12 (3 x 100 mL). Combine the organic layers and dry with Na2S04, filter, concentrate and purify by flash column chromatography (silica gel, 0-5% MeOH/CH2Cl2) to give 930 mg of 5-bromo-1, 3-dihydro-benzo [c] thiophene 2, 2-dioxide (65%). Dissolve 5-bromo-1, 3-dihydro-benzo [c] thiophene (860 mg, 3.50 mmol) and hexamethylditin (3 eq. ) in toluene and add tetrakis (tripheuylphosphine) palladium (0) (Pd (PPh3) 4, 0.1 eq. ). Flush the flask with N2 and then heat the mixture to 120C with stirring. Continue to heat the mixture for 5 hours and then cool to room temperature. Add water (50 mL) and extract aqueous layer with EtOAc (3 x 50 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash chromatography (silica gel, 10-30% EtOAc/hexane) to give 1.22 g of the title compound (100%).

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

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/9086; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem