Category: 95-15-8

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

General procedure: n-BuLi (1.67 M solution in hexane, 1.3 mL, 2.2 mmol) was added dropwise into a solution of p-bromoanisole (383 mg, 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, DMF (0.22 mL, 2.2 mmol) was added to the mixture and the obtained mixture was stirred at rt. After 2 h at the same temperature, THF was removed. Then, MeOH (3 mL) was added to the residue and the mixture was stirred at room temperature. After 30 min, I2 (1523 mg, 6 mmol) and K2CO3 (829 mg, 6 mmol) were added at 0 C and the obtained mixture was stirred for 22 h at rt. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide methyl 4-methoxy-1-benzoate in 82% yield. If necessary, the product was purified by short column chromatography (SiO2:hexane:EtOAc=9:1) to give pure methyl 4-methoxybenzoate as a colorless oil., 95-15-8

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

Reference£º
Article; Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 24; (2012); p. 4701 – 4709;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

Benzo[]thiophene-2-thiol (72): Compound 71 (1.75 g,13.0 mmol) was dissolved in 40 niL of dry Et2O under N2 and the solution was cooled to -4O0C. nBuLi (2.5 M solution in hexane, 5.7 mL, 14.3 mmol) was added and the reaction mixture was allowed to warm up to O0C during Ih and then sulfur (0.414g, 13.0 mmol) was added in one portion. The solution was allowed to slowly warm up to RT over 3 h. Excess of 10% HCl was added and the reaction mixture was stirred for 20 min. The thiol was extracted with ether, washed with brine, dried over Na2SO4 and concentrated to afford 2.0 g of crude compound 72 which was used in the next step without further purification., 95-15-8

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

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; WO2006/122156; (2006); A2;,
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

95-15-8,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.

Benzo[b]thiophene (10 g, 74.5 mmol) was dissolved in 250 ml of chloroform. The resulting solution was cooled down to 0C and bromine (7.87 ml, 152.8 mmol) was added. The mixture was stirred for 12h. The reaction mixture was poured into water and extracted with chloroform. The organic layer was separated, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure to afford (3) as a white solid, yield 90%. 1H NMR (CDCl3, 400MHz) 7.76-7.74 (d, J=8.8Hz, 1H), 7.73-7.71 (d, J=8Hz, 1H), 7.45-7.41 (t, J=7.6Hz, 1H), 7.41-7.36 (t, J=8Hz, 1H) ppm.

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

Reference£º
Article; Jeon, Joon Ho; Lee, Nam-Jin; Lee, Ji-Hoon; Suh, Min Chul; Dyes and Pigments; vol. 111; (2014); p. 116 – 123;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

EXAMPLE 213 5-(1-decynyl)-2-benzo[b]thiophenecarboxaldehyde To a solution of 5 (1-decynyl)benzo[b]thiophene (20.0 g) in dry ether (150 ml), under nitrogen, was added n-butyllithium (2.5M in hexanes) (32.6 ml) dropwise, with stirring at room temperature. The solution was stirred at room temperature, under nitrogen, for 2.5 hrs and then cooled to -60 C. A solution of dry dimethylformamide (5.95 g) in dry ether (15 ml) was added dropwise, and the reaction mixture was allow to warm to room temperature. The reaction mixture was quenched with ammonium chloride solution and the layers separated. The aqueous phase was extracted with ether, the organic extracts combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated. The residue was flash chromatographed (silica: 3-4%, ethyl acetate:heptane). The appropriate fractions were collected and evaporated. The residue was recrystallized from heptane to give 11.5 g (52.0%) of product, mp 45-47 C. Analysis: Calculated for C19 H22 OS: 76.47%C 7.43%H Found: 76.63%C 7.36%H, 95-15-8

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

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5360811; (1994); A;,
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

95-15-8, General procedure: In 0.5 M hexane solvent, 1.25 molar equivalents of Na-TMP was reacted with 0.4 mmol of benzo[b]thiophene (arene) at 25 C. for 30 minutes, 1.5 molar equivalents of heavy water (D2O: electrophilic reagent) was then added thereto and reacted therewith at 0 C. for 1 hour. The product was evaluated through analysis by 1H-NMR, and the yield of isolated deuterated benzo[b]thiophene in which a hydrogen atom located at 2-position of benzo[b]thiophene was substituted by heavy hydrogen was calculated in the same manner as in Experiment Number 1. The isolated yield was 99%.A reaction was performed using benzo[b]thiophene as an arene and carbon dioxide (CO2) as an electrophilic reagent in the same manner as in Experiment Number 2, the product was then evaluated, and the yield of isolated benzo[b]thiophene-2-carboxylic acid in which a carboxy group (-CO2H) was added at 2-position of benzo[b]thiophene was calculated. The isolated yield was 89%.

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

Reference£º
Patent; KOBELCO ECO-SOLUTIONS CO.,LTD.; MURAKAMI, Yoshiaki; FUKUSHIMA, Miyuki; TAKAI, Kazuhiko; ASAKO, Sobi; (16 pag.)US2019/359571; (2019); 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.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

95-15-8, Benzothiophene is n- butyl lithium and reaction of the intermediate obtained after the homo coupling reaction proceeds M63-1 (homocoupling reaction) under the action of anhydrous yeomhwadong After obtaining the lithium salt through a NBS bromination homo bromide M63-2 after getting the n- butyl lithium and reaction to obtain a pair bromide M63-4 through the NBS bromination and then generate a lithium salt, and the intermediate obtained through the homo-coupled anti-M63-3 under the action of anhydrous methyl N- yeomhwadong to give a compound of boric acid and 3-M63 via a Suzuki coupling reaction (white solid, yield 53%).

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

Reference£º
Patent; Kunshan visionox Display Company Limited; Beijing Dingchai Technology Company Limited; Beijing visionox Technology Company Limited; Tsinghua University; Chiu, Yong; Pan, Hong Tao; Wang, Sing; Duan, Leanne; Run, Syueien; (77 pag.)KR2015/65184; (2015); A;,
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,95-15-8

Step C: Synthesis of Compound 6; The compound 2 (13.420 g, 100.0 mmol) and a stir bar were placed in a 300-ml three-neck flask and nitrogen replacement was carried out in the reaction vessel. Next, anhydrous Et2O (200 ml) was added and the reaction vessel was cooled to -15 C. Then, n-BuLi (2.44M hexane solution, 40.98 ml, 110.0 mmol) was added and the mixture was stirred at -15 C. for 30 minutes. Next, elemental sulfur (7.697 g, 240.0 mmol) was slowly added and the mixture was stirred at a room temperature for 11 hours. Water was poured into the reaction mixture and hydrochloric acid was added to adjust the pH of the solution to 1.0. After being extracted with CH2Cl2, the organic layer was dried over anhydrous magnesium sulfate and filtered. Then, the solvent was removed by a rotary evaporator. The reaction mixture obtained was dissolved into 100 ml of tetrahydrofuran (THF). After slowly adding sodium tetrahydroborate (3.782 g, 100.0 mmol) at a room temperature, the mixture was stirred for 1 hour as it was. Next, water was poured into the reaction solution and hydrochloric acid was added to adjust the pH of the solution to 1.0. After being extracted with Et2O, an aqueous solution of 5.0M sodium hydroxide was added to the organic phase to make the mixture basic. Then, the aqueous phase was separated and hydrochloric acid was added to the aqueous phase to adjust its pH to 1.0. After being extracted with CH2Cl2, the organic layer was dried over anhydrous magnesium sulfate and filtered. Then, the solvent was removed by the rotary evaporator. Through silica gel column chromatographly using hexane as a developing solvent, the compound 6 (9.156 g, 55.07 mmol, 55%) was separated and purified as a white solid. Structural data of the compound were as follows: 1H NMR (400 MHz, CDCl3) delta 3.67 (d, 1H, J=1.0 Hz, SH), 7.26 (brs, 1H, ArH), 7.29 (dd, 1H, J=7.5, 1.7 Hz, ArH), 7.30 (dd, 1H, J=7.2, 1.4 Hz, ArH), 7.65 (dd, 1H, J=6.9, 2.0 Hz, ArH), 7.70 (dd, 1H, J=7.0, 1.8 Hz, ArH).

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

Reference£º
Patent; SEIKO EPSON CORPORATION; US2008/76935; (2008); 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,95-15-8

j00275j To a solution of benzo[blthiophene (2.0 g, 15 mmol) in tetrahydrofuran (20 mL) at -70 C under nitrogen was added dropwise n-butyllithium (2.5 M in hexane, 12 mL, 30 mmol). The reaction mixture was stirred at this temperature for 30 mm. Then N-bromosuccinimide (5.3 g, 30 mmol) was added, and the resulting solution was allowed to warm from -70 C to room temperature over 1 hour. On completion, the mixture was quenched with saturated aqueous ammonium chloride (20 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic phases were concentrated in vacuo, and the residue was purified by silica gel chromatography [petroleum ether: ethyl acetate = 100:11 to give compound B-i (0.50 g, 16% yield) as a white solid.

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

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

95-15-8,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.

To 30 g (0.224 mol) of benzothiophene was added 500 mL of THF. After cooling to -78 C, 98.3 mL (0.246 mol) of n-BuLi 2.5M solution was slowly added dropwise. After stirring for 1 hour, 14.4 g (0.447 mol) of sulfur was added to the reaction solution. The temperature was slowly raised to room temperature, and the mixture was stirred for 12 hours and then 300 mL of 12N HCl aqueous solution was added to terminate the reaction. Separated and washed with distilled water and brine. The obtained organic layer was dried over anhydrous MgSO4, distilled under reduced pressure, and then purified by silica gel column chromatography to obtain the desired compound (25.3 g, yield 68%).

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

Reference£º
Patent; Doosan Corporation; Sim, Jae Uii; Son, Hyo Suk; Lee, Jae Hun; Park, Ho Chul; Lee, Chang Jun; Sin, Jin Yong; Baek, Young Mi; (21 pag.)KR2015/27443; (2015); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem