Category: benzothiophene

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, Step 1 : Preparation of intermediate methyl 2-(1 -benzothiophen-3-yl)-2- hydroxyacetate (4a)Trimethylsilylcyanide (924 muIota_, 7.39 mmol) was added at 0C to a solution of thianaphtene-3-carboxaldehyde (1 g, 6.16 mmol) and zinc iodide(ll) (198 mg, 0.62 mmol) in anhydrous dichloromethane (40 mL) under a nitrogen atmosphere. After 2 hours, the reaction mixture was quenched with a saturated aqueous solution of sodium carbonate and extracted with dichloromethane (2 x 20 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was dissolved in anhydrous methanol and the solution was cooled at 0C. Hydrogen chloride was bubbled for 5 minutes. The mixture was then warmed at room temperature for 20h and concentrated in vacuo. The residue was partitioned between ethyl acetate (10 mL) and a saturated aqueous solution of sodium bicarbonate (10mL). The aqueous layer was extracted with ethyl acetate (2×1 OmL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by flash chromatography on silica gel (dichloromethane/ethanol 95/5) to afford the desired alcohol (4a) as a white solid (550 mg, 2.47 mmol, 40%). 1H NMR (400 MHz, CDCI3) delta 3.78 (s, 3H), 5.56 (s, 1 H), 7.35-7.45 (m, 2H), 7.49 (s, 1 H), 7.86-7.92 (m, 2H).MS m/z ([M-OH]+) 205.

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

Reference：
Patent; LABORATOIRE BIODIM; CHASSET, Sophie; CHEVREUIL, Francis; LEDOUSSAL, Benoit; LE STRAT, Frederic; BENAROUS, Richard; WO2012/137181; (2012); 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.

In DMF (500 parts), 5-bromobenzo[b]thiophene (20 parts), phenylboronic acid (13.7 parts),Tripotassium phosphate (113 parts) and hydrazine (triphenylphosphine) palladium (3.0 parts) were mixed, and stirred at 70 C for 6 hours under a nitrogen atmosphere.After cooling the obtained reaction liquid to room temperature, water (500 parts) was added, and the solid fraction was separated by filtration.The obtained solid fraction was dried by washing with water and acetone to obtain 5-phenylbenzo[b]thiophene (13.3 parts, yield 67%).

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

Reference：
Patent; NIPPON KAYAKU KABUSHIKI KAISHA; NIIMI, KAZUKI; TONE, YUSUKE; YAKUSHIJI, HIDENORI; (67 pag.)TW2018/31491; (2018); A;,
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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

General procedure: A mixture of malononitrile (1.1 mmol) and substituted aldehydes(1.0 mmol) in ethanol in the presence of triethylamine wasstirred at room temperature. After the complete disappearance ofboth starting materials (monitored by TLC), 2-thioxo-1, 3-thiazolidin-4-one (1.0 mmol) was added and the stirring wascontinued for 2 -2hrs. The completion of the reaction wasmonitored by TLC. The solid formed in the reaction mixture wasfiltered, dried and recrystallized in ethanol to obtain the pureproduct in good yields., 5381-20-4

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

Reference：
Article; Noorulla; Suresh, Ayyadurai Jerad; Devaraji, Vinod; Mathew, Bijo; Umesh, Devi; Journal of Molecular Structure; vol. 1147; (2017); p. 682 – 696;,
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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;,
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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

(2) Ethyl 3-aminobenzo[b]thiophene-2-carboxylate (10 g, 45.2 mmol), and carbamimidic chloride hydrochloride (7.27 g, 63.3 mmol) in diglyme (90 mL) were heated to 160C for 12 hrs. The reaction solution was cooled to room temperature, filtered, washed with ether and hexanes and dried in vacuo for 3 hrs yielding 10.56 g (108% yield) of crude grey solids of the 2-aminobenzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one. Used as is without further purification., 34761-09-6

34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Universal Display Corporation; Joseph, Scott; Boudreault, Pierre-Luc T.; Dyatkin, Alexey Borisovich; Li, David Zenan; Xia, Chuanjun; Yamamoto, Hitoshi; EP2910555; (2015); A1;,
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Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360575-29-7,Methyl 4-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 750 mg of methyl 4-bromobenzo[b]thiophene-2-carboxylate, 438 mg of phenyl boronic acid, 610mg of lithium chloride, 528 mg of sodium carbonate, 160 mg of tetrakis(triphenylphosphine)palladium (0), 30 ml of 1,4-dioxane, and 15 ml of water was stirred for 4 hours at 100C. After being cooled to room temperature, the reactionmixture was concentrated under reduced pressure. Chloroform and water were added to the residues, and insolublematter was separated by filtration. The aqueous layer was extracted twice by using chloroform, and the collected organiclayer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure.The residues were subjected to silica gel column chromatography, thereby obtaining 477 mg of methyl 4-phenylbenzo[b]thiophene-2-carboxylate

360575-29-7, As the paragraph descriping shows that 360575-29-7 is playing an increasingly important role.

Reference：
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); 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.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a cooled mixture of thionyl chloride (20 ml, 274 mmol) and DMF (0.7 ml) at 0 C, benzothiophene 2-carboxaldehyde (4.7 g, 29.0 mmol) was added in 3 portionas, and stirred at 0 C for 30 minutes and then a;lowed to warm for about 15 hours. The mixture was poured into ice and aqueous IN sodium hydrogen carbonate and then extracted with EtOAc. The combined organic solution was washed with brine and dried (Na2S04) and concentrated in vacuo to provide Int-76a (6.1 g, 28.1 mmol, 97 % yield).

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); 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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

[Referential Example 25] 5-Chlorobenzo[b]thiophene-2-carboxylic acid: After 5-chlorobenzo[b]thiophene (2.53 g) was dissolved in absolute ether (40 ml), and the interior of a vessel was purged with argon, the solution was cooled to -78C. tert-Butyllithium (1.54N hexane solution, 9.74 ml) was added dropwise to the solution, and the mixture was stirred at the same temperature for 1 hour in total. The reaction mixture was heated to 0C and stirred for 1.5 hours. The reaction mixture was cooled again to-78C and stirred for 1.5 hours while blowing carbon dioxide into the interior of the vessel. The temperature was returned to room temperature, 0.3N hydrochloric acid (100 ml) and ethyl acetate were added to the reaction mixture to separate an organic layer. The solvent was distilled off under reduced pressure, and ether was added to the residue. Precipitates were collected by filtration to obtain the title compound (2.67 g) as a colorless solid. 1H-NMR (DMSO-d6) delta: 7.53(1H,dd,J=8.5,2.2Hz), 8.07-8.11(3H,m), 13.65(1H,br.s). MS (FAB) m/z: 213(M+H)+.

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1270557; (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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

6314-28-9, To a dry 25mL round bottomed flask was added 44mg (0.25mmol) benzo[b]thiophene-2-carboxylic acid and excess (5mL) thionyl chloride, and the resulting mixture held at reflux for 3h. The resulting benzo[b]thiophene-2- carbonyl chloride was then evaporated to dryness via rotavap in preparation for the next step.

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PURDUE RESEARCH FOUNDATION; VAN RIJN, Richard M.; CUSHMAN, Mark S.; LILL, Markus; CASSELL, Robert James; ABDALLAH, Amr Hamed Mahmoud; ELSAYED, Mohamed S. A.; (28 pag.)WO2018/231635; (2018); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem