Downstream synthetic route of 95-15-8

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

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.,95-15-8

To a solution of benzothiophene in dry THF (0.6 M) was added at -78C, BuLi (1.2 equiv) dropwise over 30 min. The mixture was stirred at -78C for 1 h, DMF (2 equiv) was added and the mixture was stirred for 1 h. Saturated NH4Cl was added and the mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated to give the title compound as an oil.

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

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (2007); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 95-15-8

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

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

95-15-8, Under inert conditions benzo[b]thiophene (7.00 g, 51.1 mmol,1.00 equiv) was dissolved in dry THF and stirred for 30 min at-78 C. n-BuLi (26.6 mL, 2.5 M in hexane, 66.5 mmol, 1.30equiv) was added slowly, and the mixture was stirred for 30min. MeI (4.90 mL, 11.2 g, 78.9 mmol, 1.54 equiv) was addedover 15 min. The reaction was stirred for 20 min at -78 C, for 3h at r.t., quenched with water (100 mL), and extracted withEtOAc (4 × 50 mL). The organic layer was dried over Na2SO4, andthe solvents were removed in vacuo. After purification by flashchromatography (silica, hexane), 5 could be obtained as acolourless solid in 97% yield (7.26 g, 49.0 mmol). TLC (SiO2, hexane):Rf = 0.54. 1H NMR (400 MHz, DMSO-d6): delta = 7.85 (dp, J =7.8, 0.7 Hz, 1 H), 7.74-7.64 (m, 1 H), 7.35-7.21 (m, 2 H), 7.12 (p,J = 1.2 Hz, 1 H), 2.56 (d, J = 1.2 Hz, 3 H) ppm. 13C NMR (101 MHz,DMSO-d6): delta = 140.57, 140.09, 138.88, 124.19, 123.46, 122.57,122.05, 121.78, 15.74 ppm. MS (EI): m/z [M]+ calcd for C9H8S:148.0342; found: 148.0341.

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

Reference:
Article; Hofsaebeta, Robert; Rombach, David; Wagenknecht, Hans-Achim; Synlett; vol. 28; 12; (2017); p. 1422 – 1426;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 95-15-8

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

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.,95-15-8

1) The compound of formula 2 benzothiophene (2.68 g, 20 mmol)Dissolved in refined tetrahydrofuran, stirred under argon and 195K conditions,2.4 mol / L of n-butyllithium (9.75 mL, 23 mmol) was slowly injected,Continue low temperature reaction for half an hour. Iodomethane (3 mL, 23 mmol)Injected into the reaction flask, the reaction mixture was stirred at low temperature for an hour,Naturally rose to room temperature, adding an appropriate amount of water to terminate the reaction.Liquid separation and extraction with methylene chloride. Combine the organic phases, whirl, remove the solvent and dry. The residue was chromatographed on petroleum ether, silica gel to give 2.67 g of a colorless solid,Yield: 90%.

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Jiangxi Science and Technology Normal University; Pu Shouzhi; Liu Gang; Li Gang; (14 pag.)CN106905312; (2017); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 95-15-8

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

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

A. Preparation of 2,3-dibromobenzo[b]thiophene. A solution of 64 g of bromine in 50 ml of chloroform was added to a solution of 26.8 g of 1-benzothiophene in 150 ml of chloroform. After stirring for approximately 18 hours, the reaction mixture was washed sequentially with 0.1N sodium hydroxide, 0.1N aqueous sodium thiosulfate, and water. The organic layer was dried over magnesium sulfate and evaporated to dryness. The residue was crystallized twice from methanol to provide 20.54 g of the desired subtitled intermediate, m.p. 57-59 C. Analysis for C8 H4 Br2 S; Calculated: C, 32.91; H, 1.38; Found: C, 32.72; H, 1.49.

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US4659717; (1987); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 95-15-8

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

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.

95-15-8, A. 2,3-Dibromobenzo[b]thiophene STR16 Benzothiophene (26.8 g, 0.2 mol) was dissolved in 150 mL CHCl3 and treated with a solution of bromine (64 g, 0.4 mol) in 75 mL CHCl3 dropwise over an hour. The reaction was allowed to stir overnight then cautiously quenched with saturated aqueous Na2 CO3 until no gas evolution was evident. The layers were separated and the organic layer was first washed with saturated aqueous Na2 CO3 then with water. It was dried over MgSO4 and concentrated under vacuum to a solid. Recrystallized from MeOH to obtain 16.5 g (57 mmol, 28%) of a white fluffy solid. 1 H NMR (CDCl3) delta7.77-7.71 (m, 2H), 7.46-7.38 (m, 2H).

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

Reference£º
Patent; Eli Lilly and Company; US6133262; (2000); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 95-15-8

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

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

Under a nitrogen atmosphere, 10.0 g (0.075 mol) of benzo[b]thiophene and diethyl ether were loaded, and were then stirred at 0C. 51 Milliliters (0.082 mol) of 1.60-M n-butyllithium were dropped to the mixture and then the whole was stirred for 1 hour. After that, 2.6 g (0.082 mol) of sulfur were added to the resultant at 0C and then the mixture was stirred at room temperature for 6 hours. The reaction liquid was poured into ice water and then hydrochloric acid was used to adjust the pH of the mixture to 1, followed by the addition of 200 ml of diethyl ether. An organic layer was washed with distilled water (2¡Á100 ml). After that, the resultant organic layer was dried with anhydrous magnesium sulfate, and then magnesium sulfate was separated by filtration and the solvent was distilled off under reduced pressure. 100 Milliliters of tetrahydrofuran (THF) were added to the remainder, and then sodium borohydride was added to the mixture while the mixture was stirred at 0C, followed by stirring at room temperature for 2 hours. The reaction liquid was poured into ice water and then hydrochloric acid was used to adjust the pH of the mixture to 1, followed by the addition of 200 ml of diethyl ether. An organic layer was washed with distilled water (2¡Á100 ml). After that, the resultant organic layer was dried with anhydrous magnesium sulfate, and then magnesium sulfate was separated by filtration and the solvent was distilled off under reduced pressure. The resultant residue was purified by column chromatography to provide 11.2 g (0.067 mol, 89% yield) of an intermediate B-1.

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

Reference£º
Patent; Nippon Steel & Sumikin Chemical Co., Ltd.; SUDA Mitsuru; KAI Takahiro; MATSUMOTO Megumi; EP2628742; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 95-15-8

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

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

95-15-8, Step A 2-Iodobenzothiophene Under a nitrogen atmosphere a stirred solution of 25.0 grams (0.186 mole) of benzothiophene in 250 ml of dry tetrahydrofuran was cooled to -65 C., and 69.8 ml (0.186 mole) of n-butyllithium (2.7M in hexane) was added dropwise keeping the reaction mixture temperature below -60 C. Upon completion of addition, the reaction mixture was stirred for five minutes and then was allowed to warm to 0 C. After this time a solution of 50.8 grams (0.200 mole) of iodine in 180 ml of tetrahydrofuran was added dropwise keeping the reaction mixture temperature below 10 C. Upon completion of addition, the reaction mixture was allowed to warm to ambient temperature where it was quenched with an aqueous solution saturated with sodium metabisulfite. The reaction mixture was placed in a separatory funnel, and the organic layer was separated. The organic layer was washed with one portion of an aqueous solution saturated with sodium metabisulfite and with one portion of an aqueous solution saturated with sodium chloride. The aqueous layers were combined and washed with diethyl ether. The ether washes were combined with the organic layer, and the combination was dried with sodium sulfate. The mixture was filtered, and the filtrate was concentrated under reduced pressure to a residue. The residue was dissolved in diethyl ether and reconcentrated under reduced pressure to a residue. The residue was dissolved in warm hexane and eluted through a column of silica gel. The elude was concentrated under reduced pressure to a volume of approximately 100 ml, and a solid crystallized from the solution. The mixture was cooled, and the solid was collected by filtration, yielding in two crops 18.9 grams of 2-iodobenzothiophene.

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FMC Corporation; US5073564; (1991); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 95-15-8

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

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

Benzylthiophene and n-butyl lithium reaction to produce lithium salt, in the role of anhydrous copper chloride from the coupling of intermediates M63-1, NBS by bromine to be monobromo M63-2, with n-butyl lithium reaction To produce lithium salt, in the role of anhydrous copper chloride from the coupling of intermediates M63-3, NBS by bromine to obtain bis-bromide M63-4, and N-methyl-3-boronic acid by Suzuki coupling compound M63 (white solid, 53% yield).

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

Reference£º
Patent; KUNSHAN VISIONOX DISPLAY CO., LTD.; TSINGHUA UNIVERSITY; BEIJING VISIONOX TECHNOLOGY CO., LTD.; BEIJING ETERNAL MATERIAL TECHNOLOGY CO., LTD.; QIU, YONG; FAN, HONG-TAO; WANG, XING; DUAN, LIAN; REN, XUE-YAN; (115 pag.)TWI583682; (2017); B;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 95-15-8

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

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.

2-iodobenzo[b]thiophene Butyllithium 1.6M in hexane (112.5 ml, 180 mmole) and absolute ether (70 ml) were placed in a 500 ml three-necked flask under an argon atmosphere and cooled in an ice bath to 0 C. Benzothiophene (20.1 g, 150 mmole) dissolved in absolute ether (40 ml) was then added dropwise within 30 minutes while cooling with ice and the mixture was stirred for 2.5 hours in an ice bath. The reaction mixture was left overnight in a cold cabinet. Iodine (75.0 g) and absolute ether (50 ml) were placed in a 500 ml capacity 3-necked flask under an argon atmosphere and the solution of the lithium compound was added dropwise while cooling with ice. The reaction mixture was slowly heated to room temperature, hydrolyzed with water, washed with sodium thiosulfate solution and the organic phase was dried over sodium sulfate. The reaction solution was then concentrated by evaporation in vacuo and purified by means of flash chromatography with cyclohexane. Yield: 24.1 g (62%), semi-solid, pale brown crystals 1H-NMR (DMSO-d6): 7.32 (2H, m); 7.75 (1H, s); 7.81 (1H, m); 7.93 (1H, m)., 95-15-8

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

Reference£º
Patent; GRUNENTHAL GMBH; US2009/156593; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 95-15-8

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

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.

95-15-8, A. 2,3-Dibromobenzo[b]thiophene. Benzothiophene (26.8 g, 0.2 mol) was dissolved in 150 mL CHCl3and treated with a solution of bromine (64 g, 0.4 mol) in 75 mL CHCl3dropwise over an hour. The reaction was allowed to stir overnight then cautiously quenched with saturated aqueous Na2CO3until no gas evolution was evident. The layers were separated and the organic layer was first washed with saturated aqueous Na2CO3then with water. It was dried over MgSO4and concentrated under vacuum to a solid. Recrystallized from MeOH to obtain 16.5 g (57 mmol, 28%) of a white fluffy solid. 1H NMR (CDCl3) delta 7.77-7.71 (m, 2H), 7.46-7.38 (m, 2H).

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

Reference£º
Patent; ELI LILLY AND COMPANY; EP997460; (2000); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem