Category: 5381-20-4

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

General procedure: In an oven-dried Schlenk tube equipped with a magnetic stir bar, the photocatalyst [Ir(dF-CH3-ppy)2(dtbpy)]PF6 (PC-1) (5.1 mg, 0.005 mmol, 1.0 mol%) was dissolved in MeCN (0.4 mL) andwater (0.1 mL) under an atmosphere of dry argon. In the absence of light, the respectivebenzothiophene (0.50 mmol, 1.0 equiv) and alkene (1.50 mmol, 3.0 equiv) were added in anargon stream. The reaction mixture was degassed by three freeze-pump-thaw cycles and thetube was finally backfilled with argon. The reaction was stirred under irradiation with visiblelight from two 30 W Kessil LED (lambdamax = 455 nm, see chapter 1.2 for emission spectrum). Afterthe indicated time, the solvent was removed in vacuo and the residue was purified by flashcolumn chromatography on silica gel to afford products 3a-3o as (mostly) inseparablemixtures of diastereomers.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Article; Strieth-Kalthoff; Henkel, Christian; Teders, Michael; Kahnt, Axel; Knolle, Wolfgang; Gomez-Suarez, Adrian; Dirian, Konstantin; Alex, Wiebke; Bergander; Daniliuc, Constantin G.; Abel; Guldi, Dirk M.; Glorius; Chem; vol. 5; 8; (2019); p. 2183 – 2194;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Example 11 Synthesis of N-benzo[b]thio-ohen-3-yl-methylidene-N’-(8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b]pyridazin-6-yl)-hydrazine (Compound 11) (8-Morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b]pyridazin-6-yl)-hydrazine (16.2mg, 0.0520mmol) was dissolved in ethanol (2mL). Thionaphthene-3-carboxyaldehyde (9.3mg, 0.057mmol) was added thereto and stirred at room temperature for 2 hours. Then, the reaction liquid was filtered, and the obtained solid material was washed with diethyl ether to obtain a title compound (21.6mg, 91%). The characteristic value of the compound is shown below. 1H-NMR (300 MHz, DMSO): delta 3.87-3.89 (m, 4H), 3.98-4.01 (m, 4H), 6.49 (s, 1H), 7.43-7.57 (m, 2H), 7.88 (d, 2H, J=6.2 Hz), 8.04 (d, 1H, J=7.6 Hz), 8.06 (s, 1H), 8.34 (s, 1H), 8.57 (d, 2H, J=6.2 Hz), 8.59 (s, 1H), 8.71 (d, 1H, J=8.2 Hz), 10.99 (s, 1H); MS (ESI) m/z 456 (M+H)+.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Patent; AJINOMOTO CO., INC.; EP2518072; (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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.,5381-20-4

Synthesis of 6-bromobenzothiophene-3-carbaldehyde 915Benzothiophene-3-carbaldehyde (81 1 mg, 5 mmol, 1 equiv) 3a was dissolved in acetonitrile (15 ml.) and to this solution was slowly added bromine (1 ,29 ml_, 25 mmol, 5 equiv). The resulting reaction mixture was stirred at room temperature for 18 hour after which it was partitioned between an aqueous sodium bicarbonate solution (50 ml.) and EtOAc (50 ml_). To this biphasic solution was added dropwise, under vigorous stirring, a saturated aqueous sodium thiosulfate solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted with EtOAc (25 ml_). The organic fractions were combined, dried (MgS04), filtered and concentrated under vacuum. Purification through column chromatography (Rf0.14, EtOAc/PE: 1/13) yielded 6-bromobenzothiophene-3- carbaldehyde 9 (482 mg, 2 mmol, 40%) as a white powder. 9: 6-bromobenzothiophene-3-carbaldehyde 40% as white powder; Rf0.14 (EtOAc/PE: 1/13); m.p 1 1 1 C;1H-NMR (400 MHz, CDCI3): delta = 7.63 (dd, J = 8.7, 1.7 Hz, 1 H); 8.04 (d, J = 1.7 Hz, 1 H); 8.30 (s, 1 H); 8.56 (d, J = 8.7 Hz, 1 H); 10.12 (s, 1 H);13C-NMR (100.6 MHz, CDCIs): delta = 120.2, 125.0, 125.9, 129.6, 134.0, 136.1 , 141.8, 143.2 and 185.1 ; IR (cm”1): v = 1662 (C=0); Elemental Analysis Calcd (%) for C9H5BrOS: C 44.84 H 2.09; Found: C 45.17 H 1.71 .

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

Reference£º
Patent; UNIVERSITEIT GENT; DE VREESE, Rob; D’HOOGHE, Matthias; (52 pag.)WO2016/110541; (2016); 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

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

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

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.,5381-20-4

General procedure: A mixture of aromatic aldehydes 1a-u (0.73 mmol,0.0892 mL), iodine (10 mol%, 18.5 mg), ethyl pyruvate 2(0.73 mmol, 0.0817 mL) was heated at 80 C for 2 h. Aftercompletion of the reaction (TLC), the reaction mixture was washed with saturated sodium thiosulfate solution (5 mL)to destroy iodine, and after the addition of diethyl ether(20 mL), both aqueous and organic phases were separated.The organic layer was washed with saturated aqueous NaCland filtered over MgSO4.The filtrate was concentrated underreduced pressure. The filtrate was loaded on to silica gel columnchromatography using hexane-EtOAc (10:2 and 10:1)as eluent to obtain pure products 3a-u. Spectroscopic datafor a representative compounds are given below.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Article; Pommidi, Anil; Shaik, Asha Begum; Chatterjee, Anindita; Somarapu, Vijaya Laxmi; Journal of the Iranian Chemical Society; (2020);,
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

General procedure: To a stirred solution of the triphenylphosphonium salt (0.005 mol) and the corresponding aldehyde (0.011 mol) in absolute ethanol (100 mL) the solution of sodium ethoxide (0.253 g, 0.011 mol in 15 mL of absolute ethanol) was added dropwise. The reaction was complete within 3-4 h (usually was left to stand overnight). After removal of the solvent, the residue was worked up with water and benzene. The benzene extracts were dried (anhydrous MgSO4) and concentrated. The crude reaction mixture was purified and the isomers of products 7 and 8 were separated by repeated column chromatography on silica gel using petroleum ether as the eluent. The first fractions yielded cis,cis-, cis,trans- and the last fractions trans,trans-isomers. The data of the new compounds 7a-c and 8a,b are given below. All isomers of 2,2′-(1,2-phenylenedivinylene)dithiophene (7a), 3,3′-(1,2-phenylenedivinylene)dithiophene (8a) and 3,3′-(1,2-phenylenedivinylene)dibenzo[b]thiophene (8b) are separated and described by spectroscopic methods whereas in the case of 7b and 7c only trans,trans-isomers are isolated.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Article; Vuk, Dragana; Marini?, ?eljko; Mol?anov, Kre?imir; Koji?-Prodi?, Biserka; ?indler-Kulyk, Marija; Tetrahedron; vol. 68; 34; (2012); p. 6873 – 6880;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Mix an aliquot (1 niL) of a 0.25 M solution of (S)-[l-(6-fluoropyridin-3-yl)- pyrrolidin-3-yl] -amine (0.25 mmol) in toluene, an aliquot (1 mL) of a 1.0 M solution of benzo [delta]thiophene-3-carboxaldehyde (1.0 mmol) in toluene and add a single activated 4A molecular sieve. Stir the reactants at room temperature in air. After 16 h add PS- Trisamine (1.5 mmol) and another single activated 4A molecular sieve. Stir the reactants at room temperature in air. After 24 h filter the reaction solution to remove the PS- Trisamine, and add an aliquot (2 mL) of a 0.25 M solution of sodium borohydride (0.5 mmol) in ethanol. Stir the reactants at room temperature in air. After 48 h add methanol (2 mL) to the reactants and agitate vigorously. Remove the excess reactants by ion- exchange chromatography using a 5g SCX-2 cartridge (0.5 mmol/g SO3H) by wetting it with one column volume of methanol. Apply the mixture to the cartridge and allow it to percolate through the stationary phase (under gravity) into a vial. Wash the cartridge with one column volume of methanol such that these washings also pass into the vial. Replace with a second vial and elute with 3.5N ammonia in methanol (10 mL). Evaporate the solvents from the ammonia washings on a heating block under a stream of nitrogen to give the title compound. 1H NMR (400 MHz, DMSOd6) delta 7.90-7.98 (2H, m)5 7.57 (IH, s), 7.39-7.42 (IH, m), 7.35-7.39 (2H, m), 7.08-7.13 (IH5 m), 6.96 (IH5 dd, J = 8.93, 3.30 ‘ Hz), 4.01 (2H5 S)5 3.43-3.50 (2H5 m), 3.20-3.27 (IH5 m), 3.17 (IH5 d, J = 5.14 Hz)5 3.07- 3.13 (IH5 m), 2.10-2.18 (IH5 m), 1.87-1.95 (IH5 m), MS (ES): m/z = 328 [M+H].

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

Reference£º
Patent; ELI LILLY AND COMPANY; WO2006/44454; (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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: The mixture of the compound 15 (190.2 mg, 1.0 mmol) and 2-thiophenecarboxaldehyde (123.4 mg, 1.1 mol) in anhydrous ethanol (3.0 mL) was stirred over night at room temperature or reflux temperature. The corresponding imine was reduced with solid sodium borohydride (75.7 mg, 2.0 mmol) which was added slowly, the mixture was further stirred over night at room temperature. An additional ethanol (2.0 mL) was added to the reaction vessel after which 10% hydrochloric acid aqueous solution was added to quench excess sodium borohydride. The acidic mixture was basified with 25% aqueous ammonia solution. The desired product was extracted with dichloromethane (3 20 mL) and the solution was dried over sodium sulphate anhydrous. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel, eluting with a gradient of 40-60% ethyl acetate in petroleum ether to give the title compound 17a1 [164.9 mg, 57.6% (from 15)] as a white solid, mp 100-101 C.

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

Reference£º
Article; Zhong, Zhao-Jin; Zhang, Da-Jun; Peng, Zong-Gen; Li, Yu-Huan; Shan, Guang-Zhi; Zuo, Li-Min; Wu, Lin-Tao; Li, Si-Yang; Gao, Rong-Mei; Li, Zhuo-Rong; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 32 – 43;,
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

Potassium hydroxide (3.11 g) and water (0.12 ML) are added to acetonitrile (50 ML). TRIMETHYLSULFONIUM iodide (5.65 g) and thianapthene-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 Et20 (25 ML). The precipitate is filtered off, and the filtrate is concentrated in vacuo. The resulting crude epoxide (6.20 g) is dissolved in methanol (40 ML) and added to a 2.0 M solution of methyl amine in methanol (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 ; CHC13/METHANOINI-LOH, 90/10/1) to yield 1.753 g of the title compound as a yellow solid. Physical characteristics. M. p. 98-102C ; 1H NMR (400 MHz, DMSO-d6) 8 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) +.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/106345; (2004); A2;,
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

3-Benzo[b]thiophen-3-yl-3-hydroxy-propionitrile. (0168) To a stirring solution of diisopropylamine (0.93 mL, 6.58 mmol) in tetrahydrofuran (8 mL) at -78 C. under nitrogen was added a solution of n-butyllithium (2.75 mL, 6.88 mmol, 2.5 M in hexane). After the addition was complete, the mixture was stirred at -78 C. for 10 minutes and removed cooling bath for 5 minutes. The mixture was cooled back to -78 C., acetonitrile (0.31 mL, 5.98 mmol) was added and the reaction mixture was then stirred at -78 C. for 30 minutes. Benzo[b]thiophene-3-carbaldehyde (1 g, 5.98 mmol) in tetrahydrofuran (4 mL) was added and the resulting solution was allowed to warm to ambient temperature. After 18 hours at ambient temperature, saturated aqueous ammonium chloride (5 mL) was added to the reaction mixture and it was concentrated at reduced pressure. The resulting crude product was diluted with ethyl acetate (20 mL), washed with water (10 mL) followed by saturated aqueous sodium chloride (10 mL). The organic layer was concentrated and purified by column chromatography (80 g silica gel cartridge) eluting with ethyl acetate/hexane (30%-50%) to give the product as a light yellow oil (1.2 g, 99%).

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

Reference£º
Patent; Fox Chase Chemical Diversity Center, Inc.; Advanced Neural Dynamics, Inc.; Smith, Garry Robert; Brenneman, Douglas E.; Reitz, Allen B.; Zhang, Yan; Du, Yanming; US8609849; (2013); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem