Category: benzothiophene

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;,
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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.

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Patent; MethylGene Inc.; US2010/279983; (2010); A1;,
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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;,
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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;,
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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

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;,
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75894-07-4, 2-(Benzo[b]thiophen-2-yl)acetic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 131 N-[4-[2-(3,4-Dimethoxyphenyl)ethyl]phenyl]-3-hydroxy-alpha -oxo-benzo[b]thiophene-2-acetamide (See Scheme I, Formula I, Wherein Q is I4, Wherein b is zero; y is 2; R5 is hydrogen; R6 is 4-[2-(3,4-dimethoxyphenyl)ethyl]) To a stirred solution of benzo[b]thiophene-2-acetic acid, 3-hydroxy-alpha-oxo (Fries and Bartholomaus, Annalen, 405, 391 (1914)) (44.44 g, 0.2 mole) and 4-(3,4-dimethoxyphenethyl)aniline (51.46 g, 0.2 mole) in methylene chloride (2.5 l) and tetrahydrofuran (1 l) under nitrogen at -7 C. is added a solution of dicyclohexycarbodiimide (41.7 g, 0.202 mole) in methylene chloride (200 ml) over a period of 55 minutes. The mixture is stirred at -7 to 0 C. for two hours and at room temperature overnight. The precipitate is collected by filtration and washed with methylene chloride to give a solid, consisting of the product and dicyclohexylurea. Evaporation of the mother liquor under reduced pressure below 45 C. gives a solid, which is combined with the first crop, dissolved in ~4 1 of boiling chloroform and left at room temperature overnight. Dicyclohexylurea (26 g) is removed by filtration and the filtrate is chromatographed on 1 kg of silica gel. Elution with chloroform gives 61.4 g of a solid. Recrystallization from tetrahydrofuran yields 53.2 g (57.6%) of a light-yellow crystalline solid, mp 204-205 C., 75894-07-4

The synthetic route of 75894-07-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Warner-Lambert Company; US4761424; (1988); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

A solution of l-benzothiophene-6-carbonitrile, INTERMEDIATE 13 (230 mg, 1.45 mmol) in THF (10 mL) was cooled to -78C. Freshly prepared LDA solution (3.47 mL, ca. 0.5 M in THF/hexane, 1.73 mmol) was dropwise added and the mixture was stirred for 15 min. Iodine (440 mg, 1.73 mmol) were added and the reaction was allowed to reach – 50C over a period of 1.5 h. 1 M HC1 and DCM were added, the organic phase was washed with Na2S203 solution. The organic phase was collected and the solvents removed in vacuo and the crude product was used without further purification. Yield: 394 mg (96%); yellow solid. MS(ESI+) m/z 286 [M+H]+., 154650-81-4

154650-81-4 Benzo[b]thiophene-6-carbonitrile 21816574, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); 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: To a solution of aldehyde 1 (1 equiv.) in tetrahydrofuran (THF) was slowly added 1.0 M allyl magnesium bromide (2 equiv.) at 0 oC. Some of the aldehydes 1f-1m, 1w, and 1x were treated with the solution of zinc and allyl bromide instead of allyl magnesium bromide because allyl magnesium bromide did not work properly. The reaction mixture was warmed to room temperature and stirred for 2-12 h. Saturated NH4Cl aqueous solution was added to the mixture and it was poured into ethyl acetate and extracted with ethyl acetate 2 times. The combined organic layers were washed with brine, dried with Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography (Hexane/Ethyl acetate) to give compounds 2 (26-99% of yield).

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

Reference£º
Article; Lee, Sun-Mi; Lee, Won-Gil; Kim, Young-Chul; Ko, Hyojin; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5726 – 5729;,
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1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In some embodiments (Scheme 3), in a 50 mL round-bottom flask, 7-bromo- benzo[Z?]thiophene (0.213 g,l mmol) and Pd(PPh3)4 (0.116 g, 0.1 mmol) are suspended in THF (3 mL), then zinc reagent (6 mL, 3 mmol) is added with syringe. The reaction is stirred at 60 C for three hours, then the reaction mixture is cooled to room temperature, solvent is removed, EtOAc (30 mL) is added, and the mixture washed with 2 N NaOH solution (20 mL x 2). The organic layer is dried with Na2S04 and concentrated. The crude product is purified by ISCO silica column using 0-25% EtOAc in hexanes to yield 49 mg (20.9% yield) desired product methyl (2S)-3-(l- benzothiophen-7-yl)-2-methylpropanoate. NMR. (499 MHz, CDC13) delta 7.70 (dd, J= 7.9, 1.1 Hz, 1H), 7.43 (d,J=5.4Hz, 1H), 7.36 (d,J= 5.4 Hz, 1H), 7.31 (t,J=7.6 Hz, 1H), 7.15 (d, J= 7.2 Hz, 1H), 3.66 (s, 3H), 3.35(dd,J = 13.9, 6.8 Hz, 1H), 3.12 – 3.00 (m, 1H), 2.93 (dd,J= 14.0,8.0 Hz, 1H), 1.21 (d,J=7.0Hz, 3H).

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

Reference£º
Patent; RIDEOUT, Darryl; LEDERMAN, Seth; DAUGHERTY, Bruce; GERSHELL, Leland, J.; (643 pag.)WO2016/105448; (2016); A1;,
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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.

To a stirring solution of diisopropylamine (0.594 g, 5.87 mmol) in THF (3 mL) at -70 C under nitrogen was added n-butyllithium, 2.5 M solution in hexanes (2.065 mL, 5.16 mmol) at a rate not to exceed -60 C. After 15 min a solution of 7-bromo-l-benzothiophene (Maybridge Chemical Co., Ltd., 1.0 g, 4.69 mmol) in THF (4 mL) was added dropwise at a rate that did not exceed an internal temperature of -65 C. This solution was stirred for 1 h at -75 C. To this was added a solution of N-((lE)-(2- chlorophenyl)methylidene)cyclopropanesulfonamide (1.144 g, 4.69 mmol, Intermediate AAIO) in THF (4 mL) at a rate that did not exceed an internal temperature of -65 C. After 15 min, the reaction was warmed to -30 C then quenched with saturated NH4C1 (20 mL). To the biphasic solution was added EtO Ac (20 mL). The isolated organic was then dried over MgS04, filtered, concentrated under reduced pressure, then purified by silica gel chromatography (80 g) eluting products with 0 to 30% gradient of EtO Ac/Hex to afford N-((7- bromo-l-benzothiophen-2-yl)(2-chlorophenyl)methyl)cyclopropanesulfonamide (0.71 g, 1.554 mmol, 33.1 % yield) as colorless oil (mixture of 2 enantiomers).

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; 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;,
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