Category: benzothiophene

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

95-15-8, Example 55 Preparation of benzothiophene-3-carboxaldehyde. Prepared by the Literature Procedure: J. Chem. Soc., 1969, 339-340 To a solution of benzothiophene (1.08 g, 8.0 mmol) in carbon disulfide (20 mL) at 0 C. was added titanium tetrachloride (3 mL, 27.3 mmol) followed by dichloromethyl n-butyl ether (1.24 g, 7.9 mmol) slowly dropwise. The reaction mixture was warmed to 25 C. and stirred for 1.5 h. The reaction was quenched with conc. hydrochloric acid solution (1 mL), diluted with chloroform (60 mL) and washed with water (50 mL), saturated sodium bicarbonate solution (2*30 mL) and brine (30 mL). The organic layer was dried (MgSO4), filtered, concentrated and flash chromatographed (silica gel, 2.5-5% diethyl ether in petroleum ether) to afford benzothiophene-3-carboxaldehyde (195 mg, 15% yield) as a yellow solid.

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

Reference£º
Patent; Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya; US2002/161237; (2002); 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 stirred solution of benzo[b]thiophene-3-carbaldehyde1 (1.62 g, 10 mmol) in ethanol (5 mL), 2-ethanonederivatives (2a, 2b) (10 mmol) dissolved in ethanol(2-3 mL) was added portion wise (Scheme 1). The reactionmixture was stirred at room temperature for 20 min,during which it turned to a homogeneous solution. ThenKOH solution (40 %, 2 mL) was added drop wise and theresultant mixture was stirred at room temperature for3-4 h. The precipitated product of chalcone was thencollected by filtration. The crude product was purified byrecrystallization from chloroform-methanol (1:1 v/v,10 mL) to afford (80-85 % yield) the product as yellow tolight brown needles (3a, 3b). Single crystals suitable forX-ray diffraction of both of the chalcones were obtained byrecrystallization from a saturated solution in DMSO.

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

Reference£º
Article; Patel, Paresh N.; Chadha, Anju; Journal of Chemical Crystallography; vol. 46; 5; (2016); p. 245 – 251;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-19-6,3-(Bromomethyl)benzo[b]thiophene,as a common compound, the synthetic route is as follows.,1196-19-6

740 mg (2.8 mmol) of 4-methoxy-2nitrotrifluoroanilide were dissolved in 5 ml of dimethylformamide followed by the sequential addition of 503 mg (3.64 mmol) of potassium carbonate and 773 mg (3.4 mmol) of 3-bromomethylbenzothiophene and heating to 100 C. After 12 hours, 5 ml of 5 M aqueous sodium hydroxide solution were added and refluxed, as is, for 1 hour. After 15 minutes, the solution was cooled to room temperature followed by the addition of 10 ml of water and extraction with chloroform. After washing the organic phase twice with 25 ml of saturated brine and drying with magnesium sulfate, it was concentrated and dried under reduced pressure. The residue was then purified by silica gel column chromatography (hexane:ethyl acetate=60:1) to obtain 400 mg of ((benzothiophene-3-yl)methyl)(4-methoxy-2-nitrophenyl)amine in the form of an orange powder (yield: 44%).

As the paragraph descriping shows that 1196-19-6 is playing an increasingly important role.

Reference£º
Patent; Tsuchiya, Naoki; Matsumoto, Yoshiyuki; Saitou, Hiroshi; Mizuno, Tsuyoshi; US2004/10004; (2004); 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.

A solution of 7-bromobenzo[b]thiophene (6 g, 28.6 mmol) in tetrahydrofuran (60 mL) was cooled to -60 C. Lithium diisopropylamide (2M in THF, 43 mL, 86 mmol) was added dropwise and stirred at -60 C for 1 hour. Then N,N-dimethylformamide (6.3 g, 85.8 mmol) was added and stirred at -60 C for 2 hours. TLC showed the reaction was completed. The reaction was quenched by water and extracted with dichloromethane (30 mL x 3). The combined organic phases were washed with brine, dried over sodium sulfate and concentrated in vacuum. The residue was purified by silica gel column chromatography [petroleum ether/ethyl acetate=15: l ] to afford compound B-110 (5.2 g, 76% yield) as yellow solid. GCMS: M= 241 .9, tR= 10.655., 1423-61-6

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

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, General procedure: An aqueous solution of NaOH (3M, 1.6mL) was added to a solution of aromatic ketone (1mmol) and 3-methoxybenzaldehyde (1.2 eq), in EtOH (1-2mL). The reaction was stirred at r.t for 18-24h. The reaction mixture was cooled in an ice-water bath and acidified to pH 2 with concentrated HCl (37%). The solid formed was filtered, washed with ethanol and then further purified by recrystallization from ethanol. When no precipitate occurred, the reaction mixture was extracted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography was then utilized to purify the desired product.

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

Reference£º
Article; Borsari, Chiara; Jimenez-Anton, Maria Dolores; Eick, Julia; Bifeld, Eugenia; Torrado, Juan Jose; Olias-Molero, Ana Isabel; Corral, Maria Jesus; Santarem, Nuno; Baptista, Catarina; Severi, Leda; Gul, Sheraz; Wolf, Markus; Kuzikov, Maria; Ellinger, Bernhard; Reinshagen, Jeanette; Witt, Gesa; Linciano, Pasquale; Tait, Annalisa; Costantino, Luca; Luciani, Rosaria; Tejera Nevado, Paloma; Zander-Dinse, Dorothea; Franco, Caio H.; Ferrari, Stefania; Moraes, Carolina B.; Cordeiro-da-Silva, Anabela; Ponterini, Glauco; Clos, Joachim; Alunda, Jose Maria; Costi, Maria Paola; European Journal of Medicinal Chemistry; vol. 183; (2019);,
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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.

A mixture of thianaphthene-3-carboxaldehyde (0.5 g, 3.08 mmol), 3-aminocrotonitrile (0.554 mL, 6.74 mmol) and acetic acid (0.076 mL, 3.08 mmol) in isopropyl alcohol (10 mL) was stirred at 100C for 18 hours. The mixture was allowed to cool to RT and concentrated. The residue was basified with aq. sodium bicarbonate, and the resulting solid was filtered off and washed with cold water and ethyl ether. The desired product was obtained as a light-yellow solid (0.738 g, 82 %). 1H-NMR (400 MHz, DMSO-d6) delta = 2.06 (s, 6H), 5.00 (s, 1H), 7.36-7.46 (m, 1H), 7.65 (s, 1H), 7.89 (d, 1H), 8.03 (d, 1H), 9.67 (s, 1H). HPLC-MS: Rt 3.878 min, m/z 292.0 (MH+).

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

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); A1;,
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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.

To the stirring solution of compoundS2(12.0 g, 56.3 mmol) in THF (300 mL) was added isopropylmagnesium chloride (150 mL, 1.3 M in THF) drop wise at 0oC under nitrogen. The resulting mixture was stirred at rt overnight. To the reaction mixture was addedN,N-dimethylformamide (30.0 mL) drop wise. The resulting solution was stirred for 30 min at rt. The reaction was then quenched by the addition of H2O (500 mL). The mixture was extracted with ethyl acetate (3 x 500 mL), and the organic layers were combined and concentrated under vacuum. The residue was applied onto a silica gel column, eluting with ethyl acetate/petroleum ether (1:50 v/v). CompoundS2was obtained as a yellow solid (6.90 g, 68 % yield).1H NMR (400 MHz, Chloroform-d) delta 10.07 (s, 1H), 8.25 (s, 1H), 7.95 (d,J= 8.6 Hz, 1H), 7.83 (d,J= 8.6 Hz, 1H), 7.53 (d,J= 5.1 Hz, 1H), 7.43 (d,J= 6.1 Hz, 1H).

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

Reference£º
Article; Huang, Hui; Winters, Michael P.; Meegalla, Sanath K.; Arnoult, Eric; Paul Lee; Zhao, Shuyuan; Martin, Tonya; Rady, Brian; Liu, Jianying; Towers, Meghan; Otieno, Monicah; Xu, Fran; Lim, Heng Keang; Silva, Jose; Pocai, Alessandro; Player, Mark R.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 429 – 436;,
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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.

12157] A mixture of 750 mg of methyl 6-bromobenzo[b] thiophene-2-carboxylate, 438mg of phenyl boronic acid, 610 mg of lithium chloride, 528mg of sodium carbonate, 160mg of tetrakis(triphenylphosphine)palladium (0), 30 ml of 1,4- dioxane, and 15 ml of water was stirred for 4 hours at 100 C. under a nitrogen atmosphere. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform and water were added to the residues, and insoluble matter was separated by filtration. The aqueous layer was extracted twice by using chloroform, and the collected organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel colunm chromatography, thereby obtaining 475mg ofmethyl 6-phenylbenzo[b]thiophene-2-carboxylate (hereinafter, described as a ?compound 36 of the present invention?).12158] Compound 36 of the present inventionj2159] ?H-NMR (CDC13) oe: 8.08 (s, 1H), 8.07-8.06 (m, 1H), 7.95-7.93 (m, 1H), 7.67-7.65 (m, 3H), 7.49-7.47 (m, 2H), 7.40-7.38 (m, 1H), 3.96 (s, 3H).

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

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (2015); A1;,
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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

Combine 7-bromo-benzo[b] thiophene (426 mg, 2 mmol), bis-(pinacolato)- diboron (756 mg, 3 mmol), Pd(dppf)Cl2 (81 mg, 0.1 mmol), potassium acetate (294 mg, 3 mmol) in dimethyl sulfoxide (DMSO) (10 mL) in a flask. Bubble nitrogen through the mixture for 5 minutes (min). Seal the flask and place it into an oil bath to heat at 100 0C for 4 hours (h). Dilute the mixture with chloroform/isopropyl alcohol (IPA) (3/1). Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (hexane-^ 20 % ethyl acetate in hexane) to give the title compound as a colorless solid (342 mg, 66 %). MS (ES) m/z 261 [M+l]+., 1423-61-6

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/144223; (2008); A2;,
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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

A mixture of 500 mg of methyl 6-bromobenzo[b]thiophene-2-carboxylate, 494 mg of 4-(trifluoromethoxy)phenylboronicacid, 407 mg of lithium chloride, 352 mg of sodium carbonate, 107 mg of tetrakis(triphenylphosphine)palladium(0), 20 ml of 1,4-dioxane, and 10 ml of water was stirred for 3.5 hours at 100C. After being cooled to room temperature,the reaction mixture was concentrated under reduced pressure. Chloroform was added to the residues, and insolublematter was separated by filtration. After water was added to the filtrate, extraction was performed using chloroform. Theorganic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reducedpressure. The residues were subjected to silica gel column chromatography, thereby obtaining 509 mg of methyl 6-(4-trifluoromethoxyphenyl)benzo[b]thiophene-2-caboxylate., 360576-01-8

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

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
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