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

95-15-8, General procedure: To a stirred, cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in THF (2-3 mL) were successively added BuLi (about 1.6 M hexanes solution, 1.5 mmol) and, 5 min later, ZnCl2?TMEDA14 (0.13 g, 0.50 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (1.0 mmol) at 0-10 C. After 2 h at room temperature, a solution of I2 (0.38 g,1.5 mmol) in THF (4 mL) was added. The mixture was stirred overnight before addition of an aqueous saturated solution of Na2S2O3(4 mL) and extraction with AcOEt (3 20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. To the crude iodide were added Cs2CO3(0.65 g, 2.0 mmol), Cu powder (13 mg, 0.20 mmol), the azole (1.5 mmol) and MeCN (5 mL) and the resulting mixture was heated under reflux for 24 h. Filtration over Celite, washing with AcOEt,removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

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

Reference£º
Article; Hedidi, Madani; Bentabed-Ababsa, Ghenia; Derdour, Aicha; Roisnel, Thierry; Dorcet, Vincent; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3498 – 3507;,
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

General procedure: To an ice cooled solution of N-methylformanilide (2.2 mmol) was added dropwise diphosphoryl chloride (2.2 mmol). The solution was stirred for 30 min at 0 C, and then 1,2-dimethoxybenzene (276.3 mg, 2 mmol) in DMF (1.0 mL) was added dropwise. After being stirred for 10 h at 100 C, I2 (1015.2 mg, 4 mmol), aq NH3 (4 mL, 28-30%) and THF (1 mL) were added to the reaction mixture. The obtained mixture was stirred for 3 h at rt. After the reaction, the mixture was poured into aq satd Na2SO3 solution and extracted with CHCl3 (3¡Á20 mL). The organic layer was dried over Na2SO4, filtered, and evaporated. The product was purified by flash short column chromatography (Hexane:AcOEt=3:1) to afford 3,4-dimethoxybenzonitrile as a white solid in 92% yield., 95-15-8

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

Reference£º
Article; Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 24; (2012); p. 4588 – 4595;,
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 a 13¡Á100 mm borosilicate glass heavy wall test tube was added benzothiophene (73.8 mg, 0.55 mmol). A stock solution of Pd(OAc)2 (16.8 mg, 0.075 mmol, 75 mM) and BQ (8.1 mg, 0.075 mmol, 75 mM) in 1.0 mL DMSO was created. A stock solution of Cu(OAc)2.H2O (57.1 mg, 0.286 mmol, 143 mM) and phd (60.1 mg, 0.286 mmol, 143 mM) in 2.0 mL DMSO was created. Then, 100 muL DMSO, followed by 220 muL (0.0165 mmol) of the Pd(OAc)2/BQ stock solution, and 115 muL (0.0164 mmol) of the Cu(OAc)2.H2O/phd stock solution were added to the test tube. The test tube with reaction mixture was placed on an orbital mixing block with heating element. The mixing block was sealed, purged with O2 for five minutes, cooling water was turned on, and then the block was heated to 120 C. under 1 atm O2 with shaking for 48 hours. After 48 hours, the shaking was stopped, the block was depressurized, and the reaction test tube was removed and allowed to cool. An aliquot of a stock solution of 1,3,5-trimethoxybenzene in THF was added to the reaction mixture, and the DMSO/THF mixture was filtered through the Celite, and then the Celite was washed once more with THF. The filtrate was diluted with additional THF, and then it was shaken so that everything was evenly mixed.

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

Reference£º
Patent; Wisconsin Alumni Research Foundation; Stahl, Shannon; Tereniak, Stephen; (42 pag.)US2019/210993; (2019); 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

EXAMPLE 1 N-(1-trans-(2-(benzo[b]thien-2-yl)cyclopropyl)ethyl)-N-hydroxyurea STR18 To a solution of benzo[b]thiophene (11.49 g, 85.6 mmol) in 300 mls THF at -78 C., was added n-butyllithium (36.0 mls of a 2.5 M solution in hexanes, B9.9 mmol) dropwise and the mixture was stirred for 30 mins at -78 C. N,N,-Dimethylformamide (6.57 g, 89.9 mmol) was added and the reaction was allowed to stir for 30 min. The cooling bath was then withdrawn and the reaction was allowed to warm to room temperature. It was then diluted with saturated aqueous NH4 Cl (250 mL) and extracted with ethylacetate (3*250 mL). The organics were combined, dried with MgSO4 and concentrated. The resulting residue was taken up in 20 mL ethanol and saturated aqueous NaHSO3 (200 mL) was added. The resulting precipitate was collected and washed with ether. It was then dissolved in saturated aqueous Na2 CO3 (200 mL) and the resulting aqueous solution was extracted with ethylacetate (3*200 mL). The organics were combined, dried with MgSO4 and concentrated to afford 13.63 g (98%) of benzo[b]thien-2-ylcarboxaldehyde.

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

Reference£º
Patent; Abbott Laboratories; US5037853; (1991); A;,
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, General procedure: A flame-dried Schlenk test tube with a magnetic stirring bar was charged with Pd(dppf)Cl2 (0.0125 mmol, 2.5 mol%), Cu(OAc)2*H2O (0.1 mmol, 0.2 equiv.), N-heteroarene (1,0.5 mmol), pyridine (0.5 mmol, 1.0 equiv.) and 1,4-dioxane (1.0 mL). After the reaction mixture was stirred for 10 min at room temperature, thiophene, furan or indole (2, 1.5mmol, 3.0 equiv.) was added. The resulting mixture was heated at 140 C for 30 h under 1 atm of oxygen, and then cooled to ambient temperature. The mixture was diluted with 30 mL of CH2Cl2, filtered through a celite pad, and then washed with 10-20 mL of CH2Cl2. The combined organic extracts were concentrated and the resulting residue was purified by column chromatography on silica gel to provide the desired product.

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

Reference£º
Article; Shi, Yang; Wang, Zhen; Cheng, Yangyang; Lan, Jingbo; She, Zhijie; You, Jingsong; Science China Chemistry; vol. 58; 8; (2015); p. 1292 – 1296;,
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, To a solution of benzothiophene (1.0 g, 7.45 mmol) in THF (15 mL) was added t-BuLi (1.7 M, 4.8 mL, 1.1 eq.) at -780C (Scheme 11). After stirring at the same temperature for 30 minutes, a solution of I2 (2.08 g, 1.1 eq.) in THF (5 mL) was added dropwise. The mixture was warmed up gradually to room temperature and stirred for 2 hours. The reaction was diluted with ethyl acetate (20 mL). Excess I2 was reduced with 10% Na2S2O7 solution. The organic layer was washed with brine (2 x 10 mL), dried (MgStheta4) and concentrated under reduced pressure. Purification by flash column chromatography using hexane afforded 59 (1.60 g, 82%) as white solid. 1H NMR (CDCl3): 7.21-7.30 (m, 2H), 7.49 (s, IH), 7.7 (m, 2H).

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

Reference£º
Patent; QUEEN’S UNIVERSITY AT KINGSTON; WO2006/125324; (2006); 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, General procedure: Benzo[b]thiophene was used as an arene, and 1,1,2,2-tetrabromoethane (Br2HCCHBr2) was used as an electrophilic reagent. The arene was reacted with Na-TMP in the same manner as in Experiment Number 2, the electrophilic reagent was added thereto and reacted therewith at -78 C. for 1 hour, the product was then evaluated, and the yield of isolated 2-bromo-benzo[b]thiophene in which a bromo group (-Br) was added at 2-position of benzo[b]thiophene was calculated. The isolated yield was 81%.

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

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.

In the DCM solvent, in the presence of potassium acetate, benzothiophene (11) was brominated using bromine the benzothiophene. A white solid of compound (12) was obtained in a yield of 100%. In addition, equation (1) when manufacturing the compound shown, compound (11) gives the desired compound X can be replaced.

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

Reference£º
Patent; YOKOHAMA NATIONAL UNIVERSITY; YOKOYAMA, YASUSHI; NAKAGAWA, TETSUYA; TAKEUCHI, SAKIKO; (17 pag.)JP2017/160159; (2017); A;,
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, EXAMPLE 1 N-(1-trans-(2-(benzo[b]thien-2-yl)cyclopropyl)ethyl)-N-hydroxyurea STR18 To a solution of benzo[b]thiophene (11.49 g, 85.6 mmol) in 300 mls THF at -78 C., was added n-butyllithium (36.0 mls of a 2.5M solution in hexanes, 89.9 mmol) dropwise and the mixture was stirred for 30 mins at -78 C. N,N,-Dimethyl-formamide (6.57 g, 89.9 mmol) was added and the reaction was allowed to stir for 30 min. The cooling bath was then withdrawn and the reaction was allowed to warm to room temperature It was then diluted with saturated aqueous NH4 Cl (250 mL) and extracted with ethylacetate (3*250 mL). The organics were combined, dried with MgSO4 and concentrated. The resulting residue was taken up in 20 mL ethanol and saturated aqueous NaHSO3 (200 mL) was added. The resulting precipitate was collected and washed with ether. It was then dissolved in saturated aqueous Na2 CO3 (200 mL) and the resulting aqueous solution was extracted with ethylacetate (3* 200 mL). The organics were combined, dried with MgSO4 and concentrated to afford 13.63 g (98%) of benzo[b]thien-2-ylcarboxaldehyde.

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

Reference£º
Patent; Abbott Laboratories; US5120752; (1992); A;,
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.

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%., 95-15-8

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

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