Category: benzothiophene

4923-87-9,4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2¡Á100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g). The 5-bromobenzothiophene-3-carboxaldehyde (1.20 g, 4.98 mmol) and sulfamide (4.0 g, 42 mmol) were combined in anhydrous ethanol (25 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.207 g, 5.47 mmol) was added. After five hours, water (50 ml) was added and the solution was extracted with chloroform (3¡Á50 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to provide the title compound as a yellow solid.1H NMR (DMSO-d6): delta 8.12 (1H, d, J=1.8 Hz), 7.97 (1H, d, J=8.6), 7.71 (1H, s), 7.52 (1H, dd, J=8.6, 1.9 Hz), 7.12 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.28 (2H, d, J=6.2 Hz).

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191461; (2007); 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

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

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.,4923-87-9

General procedure: A mixture of compound 2a,b (1.17 mmol), 4-hydroxyphenylboronicacid (3, 1.45 mmol, 200 mg), cesium carbonate (2.34 mmol, 0.763 g),and dichloro-[1,1?-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P?]palladium (0.059 mmol, 0.038 g) in a mixture of dimethoxyethane(15 mL) and distilled water (10 mL) was flushed with nitrogen andheated at 90 C under nitrogen overnight. Once the reaction completionwas confirmed using TLC, the reaction mixture was evaporated invacuo, and the residue was partitioned between water (20 mL) andethyl acetate (3¡Á20 mL). The combined organic layer extracts weredried over anhydrous sodium sulfate and evaporated in vacuo to dryness.They were used as such in the next steps.

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

Reference£º
Article; Zaraei, Seyed-Omar; El-Gamal, Mohammed I.; Shafique, Zainab; Amjad, Sayyeda Tayyeba; Afridi, Saifullah; Zaib, Sumera; Anbar, Hanan S.; El-Gamal; Iqbal, Jamshed; Bioorganic and Medicinal Chemistry; vol. 27; 17; (2019); p. 3889 – 3901;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 60% NaH (O.l7moI) and HCOOEt (O.l3mol) in toluene (200m1), ketone (O.lmoI) was added dropwise at O-5C. Then mixture was stirred for 16h at rt. Then reaction mixture was evaporated to dryness, residue was dissolved in water and organic residues was extracted with MTBE from aquaeous solution. Then water was acidified with AcOH to pH<7 and product was extracted with EtOAc: 130-03-0, As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

Reference£º
Patent; THE UNIVERSITY OF BRITISH COLUMBIA; TCHERKASSOV, Artem; RENNIE, Paul, S.; SINGH, Kriti; MUNUGANTI, Ravi Shashi Nayana; (107 pag.)WO2016/165007; (2016); 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.17402-83-4,Benzo[b]thiophen-4-amine,as a common compound, the synthetic route is as follows.

Example 8 N2-(1 ,1-dioxido-1-benzothien-4-yl)-N4-(5-fluoro-1 H-indazol-3-yl)-2,4-pyrimidinediamineA solution of N-(2-chloro-4-pyrimidinyl)-5-fluoro-1 H-indazol-3-amine (25.00 mg, 0.095 mmol) and 1-benzothien-4-ylamine (14.15 mg, 0.095 mmol) in N-Methyl-2-pyrrolidone (NMP) (474 pi) was treated with 2 drops of 2N HCI in Et20 and stirred at 100 ¡ãC for 20 hours. Solid NaHC03 was added followed by oxone (58.3 mg, 0.095 mmol), and a few drops of water. The reaction was stirred at rt for 20 hours. The reaction mixture was filtered through a 0.2 muetaeta ptfe frit and diluted with MeOH then purified via prep HPLC using a Sunfire 5 pm, 30×150 mm, C18 column eluting with 25-65percent MeCN/water (with 0.1 percent TFA) to give the title compound as the TFA salt. 1H NMR (DMSO-d6) delta : 12.97 (s, 1 H), 9.32 (s, 1 H), 9.18 (s, 1 H), 8.18 (s, 1 H), 7.68 (d, J = 5.6 Hz, 1 H), 7.59 (dd, J = 9.0, 4.2 Hz, 1 H), 7.55 (d, J = 5.6 Hz, 1 H), 7.42 (d, J = 7.8 Hz, 1 H), 7.25 – 7.37 (m, 3H), 6.57 (t, J = 8.0 Hz, 1 H).; MS (m/z) 409 (M+H+).

17402-83-4, 17402-83-4 Benzo[b]thiophen-4-amine 298484, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; CASILLAS, Linda, N.; CHAKRAVORTY, Subhas, J.; CHARNLEY, Adam, Kenneth; EIDAM, Patrick; HAILE, Pamela, A.; HUGHES, Terry, Vincent; JEONG, Jae, U.; KANG, Jianxing; LAKDAWALA SHAH, Ami; LEISTER, Lara, Kathryn; MARQUIS, Robert, W.; MILLER, Nathan, Andrew; PRICE, Daniel, J.; SEHON, Clark, L.; WANG, Gren, Z.; ZHANG, Daohua; WO2011/120025; (2011); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

34761-09-6, Ethyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 3-aminobenzo[b]thiophene-2-carboxylate 7 (0.9 mmol) in glacial acetic acid (5ml) water solution of NaNO2( 1.8 mmol) was added dropwise. The mixture was left under stirring for 2h at rt. Then ammonium acetate (32.4 mmol) and an appropriate primary amine 9a-e (10 mmol) were added. The precipitate was filtered off, and the crude was recrystallized from ethanol., 34761-09-6

As the paragraph descriping shows that 34761-09-6 is playing an increasingly important role.

Reference£º
Article; Lauria, Antonino; Alfio, Alessia; Bonsignore, Riccardo; Gentile, Carla; Martorana, Annamaria; Gennaro, Giuseppe; Barone, Giampaolo; Terenzi, Alessio; Almerico, Anna Maria; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3291 – 3297;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.346592-74-3,7-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

2-Fluorothiophenol (4.14 g, 32.6 mmol) was dissolved in anhydrous THF (100 mL). Potassium tert-butoxide (1.0 M in THF, 35.8 mL) was added and the suspension was stirred at room temperature for 15 minutes. 2-Chloroacetaldehyde dimethyl acetal was added and the mixture was stirred for 3 days. Water (100 mL) was added and the solution was extracted with diethyl ether (3¡Á100 mL). The extracts were concentrated to a yellow oil and chromatographed (5 to 20% ethyl acetate in hexane) to yield 1-(2,2-dimethoxy-ethylsulfanyl)-2-fluoro-benzene (6.42 g) as a colorless oil. Chlorobenzene (25 mL) was heated to reflux and polyphosphoric acid (1 mL) was added. The 1-(2,2-dimethoxy-ethylsulfanyl)-2-fluoro-benzene was then added slowly turning the solution dark. After 3 hours of heating, the reaction was cooled to room temperature and diluted with water (50 mL). The solution was extracted with benzene (2¡Á50 mL). The extracts were concentrated and chromatographed (0 to 15% ethyl acetate in hexane) to yield 7-fluorobenzothiophene (0.77 g). The 7-fluorobenzothiophene (0.77 g, 5.1 mmol) and dichloromethyl methyl ether (0.872 g, 7.6 mmol) were dissolved in anhydrous DCM (25 mL). Titanium tetrachloride (1.0 M in DCM, 7.6 mL, 7.6 mmol) was added, turning the solution dark. After 30 minutes at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2¡Á50 mL). The extracts were concentrated and chromatographed (0 to 15% ethyl acetate in hexane) to yield 7-fluorobenzothiophene-3-carboxaldehyde (0.642 g). The 7-fluorobenzothiophene-3-carboxaldehyde (0.642 g, 3.77 mmol) and sulfamide (1.7 g, 18 mmol) were combined in anhydrous ethanol (20 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.148 g, 3.92 mmol) was added. After two hours, water (25 ml) was added and the solution was extracted with chloroform (3¡Á25 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to yield the title compound as a yellow solid.1H NMR (DMSO-d6): delta 7.78 (1H, d, J=8.0 Hz), 7.43-7.50 (1H, m), 7.27 (1H, dd, J=10.3, 7.9 Hz), 7.14 (1H, t, J=6.4 Hz), 6.74 (2H, br s), 4.31 (2H, d, J=6.4 Hz).

346592-74-3, The synthetic route of 346592-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191449; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5381-20-4

(2) Preparation of 1-(3a,7a-dihydro-1-benzothien-3-yl)-2-(methylamino)ethanol. Potassium hydroxide (3.11 g) and H2O (0.12 mL) are added to acetonitrile (50 mL). Trimethylsulfonium iodide (5.65 g) and thianaphthene-3-carboxaldehyde (4.50 g) are then added. The reaction mixture is heated to 60 C. for 4 h. The reaction mixture is allowed to cool to room temperature and is then diluted with Et2O (25 mL). The precipitate is filtered off, and the filtrate is concentrated in vacuo. The resulting crude material is dissolved in methanol (40 mL) and added to a solution of methylamine in methanol (2M, 100 mL). The reaction mixture is stirred at room temperature for 3 d. The reaction mixture is concentrated in vacuo. The resulting brown oil is purified via column chromatography (CHCl3/methanol, 95/5, 90/10; CHCl3/methanol/NH4OH, 90/10/1) to yield 1.75 g of the title compound as a yellow solid. Physical characteristics: Mp 98-102 C.; 1H NMR (400 MHz, DMSO-d6) delta 7.98-7.90, 7.51, 7.60, 7.40-7.33, 5.43, 5.04, 2.80, 2.34; MS (ESI+) m/z 208 (M+H)+.

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

Reference£º
Patent; Strohbach, Joseph Walter; Tanis, Steven P.; Moon, Malcolm Wilson; Nieman, James A.; Beauchamp, Thomas J.; Northuis, Jill M.; McGhee, William D.; US2003/207877; (2003); 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

a) 7-Bromo-1-benzothiophene-2-carboxaldehyde To a solution of diisopropylamine (0.7 mL, 4.93 mmol) in dry tetrahydrofuran (10 mL) under nitrogen at 0 C. was added n-butyllithium (1.6M in hexanes) (3.1 mL, 4.93 mmol) over 5 min. After 10 min, this solution was added to 7-bromo-1-benzothiophene (1.0 g, 4.69 mmol) in dry tetrahydrofuran (10 mL) at -78 C. The reaction mixture was maintained at this temperature for 1 h, then dimethylformamide (0.55 mL, 7.03 mmol) added dropwise. After 10 min, the reaction was quenched by addition of acetic acid (2 mL) and water (25 mL). The solution was extracted into diethyl ether, washed with water, dried (Na2SO4), filtered and evaporated in vacuo, to yield 7-bromo-1-benzothiophene-2-carbaldehyde as a white solid., 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; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem