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

Benzo[b]thiophene-3-carbaldehyde (1.0 equiv.) in toluene (5 mL) was slowly added with constant stirring to a 50 mL three-necked round bottomf lask containing substituted 2-aminobenzothiazole (1.0 equiv.) and anhydrous toluene (10 mL). The reaction mixture was refluxed for 10 h and then cooled down to room temperature. The solvent was removed under reduced pressure, and the crude product was purified by recrystallization using N,N-dimethylethanamine/acetone/petroleum etherto yield pure imines 1a-1f.

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

Reference£º
Article; Zhang, Peiwei; Tang, Chenghao; Chen, Zhiwei; Wang, Bo; Wang, Xiang; Jin, Linhong; Yang, Song; Hu, Deyu; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 4; (2014); p. 530 – 540;,
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.

General procedure: Using a previously described method,23 a catalytic amount of anhydrous ZnI2 (3.2 mg, 20 mumol) and trimethylsilyl cyanide (119 mg, 1.2 mmol) was added to a stirred solution of one of the aldehydes 1a-d (1 mmol) in dry dichloromethane (10 mL) and the resulting mixture was stirred at room temperature until all of the aldehydes was transformed. The solvent was evaporated and the crude product was redissolved in 10 mL of methanol. The formed trimethylsilyl cyanohydrin decomposed when HCl (3 M, 5 mL) was added. The reaction mass was evaporated to the final volume of 5 mL, after which water (5 mL) and dichloromethane (10 mL) were added. After the separation of the two layers, the aqueous layer was extracted with dichloromethane (2 ¡Á 10 mL). The combined organic layers were dried over anhydrous Na2SO4 and the solvent was evaporated in vacuo.

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

Reference£º
Article; Naghi, Mara Ana; Bencze, Laszlo Csaba; Brem, Juergen; Paizs, Csaba; Irimie, Florin Dan; Toa, Monica Ioana; Tetrahedron Asymmetry; vol. 23; 2; (2012); p. 181 – 187;,
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, Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 ml_). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 ml) and extracted with chloroform (3 x 75 ml_). The extracts were concentrated and chromatographed (5% methanol in DCM) and the solvent evaporate to yield the title compound as a white solid. 1H NMR (DMSO-(J6): delta 7.98 (1 H, dd, J = 6.5, 2.3 Hz), 7.92 (1 H, dd, J =6.6, 2.4 Hz), 7.62 (1 H, s), 7.36-7.45 (2H, m), 7.08 (1 H, t, J = 6.3 Hz), 6.72 (2H, S)1 4.31 (2H, d, J = 6.3 Hz).

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

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/98486; (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, This is based on Journal of Heterocyclic Chemistry, 18(5), 967-72, 1981. NaH (1.3 g, 28 mmol) was added to a mixture of 3-carbaldehydebenzo[b]thiophene (4.27 g, 25 mmol), diethyl benzylphosphonate (5.76 g, 25 mmol) in 50 mL of 1,2-dimethoxyethane at 0 C. under N2 and stirred for 15 minutes at 0 C. and 3 h at room temperature. The reaction mixture was then poured into ice water and filtrated. The solid from the filtration was recrystallized from ethanol to yield 4.5 g of desired product was obtained as a yellow solid. Synthesis of benzo[b]naphtha[2,1-d]thiophene.

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

Reference£º
Patent; Universal Display Corporation; US2011/266526; (2011); 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, 1-Benzothiophene-3-carbaldehyde (4c) (164 mg, 1.00 mmol) in 1.0 ml of dry THF was initially introduced into a dry 25 ml Schlenk flask filled with argon and with a magnetic stirrer core and septum, and Zn(TMP)2.2LiCl.2MgCl2 dissolved in THF (1.5 ml, 0.37 M, 0.55 equivalent) was added dropwise at room temperature. After 40 min the metallization was complete (GC analysis of reaction samples to which a solution of I2 in THF had been added indicated a conversion of more than 98%). A solution of 4-EtO2CPh-I (331 mg, 1.2 equivalents), Pd(dba)2 (5 mol %) (dba=dibenzylideneacetone) and tri-ortho-furylphosphine (Tfp) (10 mol %) in dry THF (2.5 ml) was then slowly added. After 5 h the reaction was ended by addition of saturated NH4Cl solution (10 ml). The aqueous phase was extracted with ethyl acetate (5¡Á10 ml), dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by filter column chromatography (silica gel; CH2Cl2/pentane 1:1); 5c (208 mg, 67%) was obtained as a yellow, crystalline solid.

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

Reference£º
Patent; Ludwig Maximilians Universitat Munchen; US2010/160632; (2010); 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, [0603j To a solution of benzo[b]thiophene-3-carboxaldehyde (8-a) (10 g, 62 mmol) in THF (100 mL), N-Boc-ethylenediamine (8-B) was added. The mixture was stirred for 1 hour at rt. Then NaBH(OAc)3 was added. The solution was stirred for 15 h at rt. The mixture was treated with aqueous NaHCO3 and extracted with EA. The organic phase was concentrated and the residue was purified by chromatography on silica gel (PE:EA = 10:1- 5:1) to afford 8-C (7 g, yield: 37.4%).

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

Reference£º
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); 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

Step 1 : preparation of intermediate methyl 2-(1-benzothiophen-3-yl)-2-hydroxyacetate (4a) Trimethylsilylcyanide (924 muL, 7.39 mmol) was added at 0C to a solution of thianaphtene-3-carboxaldehyde (1 g, 6.16 mmol) and zinc iodide(II) (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 * 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*10mL). 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, CDCl3) delta 3.78 (s, 3H), 5.56 (s, 1H), 7.35-7.45 (m, 2H), 7.49 (s, 1H), 7.86-7.92 (m, 2H). MS m/z ([M-OH]+) 205., 5381-20-4

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

Reference£º
Patent; LABORATOIRE BIODIM; Chasset, Sophie; Chevreuil, Francis; Ledoussal, Benoit; Le Strat, Frederic; Benarous, Richard; EP2508511; (2012); A1;,
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.

Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3¡Á75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a white solid.1H NMR (DMSO-d6): delta 7.98 (1H, dd, J=6.5, 2.3 Hz), 7.92 (1H, dd, J=6.6, 2.4 Hz), 7.62 (1H, s), 7.36-7.45 (2H, m), 7.08 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.31 (2H, d, J=6.3 Hz).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191460; (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, General procedure: A stirred mixture of heterocycle-carboxaldehyde 5(1.0 mmol) and p-toluene-sulfonylmethyl isocyanide (TosMIC)(1.1 mmol, 0.21 g) in 1:1 DME/MeOH (15 mL, both anhydrous) wasrefluxed with Ambersep 900(OH) ion exchange resin (2.0 g, exchangecapacity 1.18 meq/mL) for 2 h. The reaction mixture wasfiltered, the resin was washed by MeOH twice (2 5 mL), and thecombined filtrates were concentrated under reduced pressure togive the crude product, which was purified by column chromatography on silica gel (eluent: petroleum ether/acetone 4:1) to afford the pure compound 6.

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

Reference£º
Article; Zhang, Ming-Zhi; Jia, Chen-Yang; Gu, Yu-Cheng; Mulholland, Nick; Turner, Sarah; Beattie, David; Zhang, Wei-Hua; Yang, Guang-Fu; Clough, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 669 – 674;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

General procedure: 2′-Hydroxyacetophenone (1 mmol) and substituted aromatic aldehyde (1 mmol) were mixed together along with pyrrolidine (0.5 mmol) and iodine (0.05 mmol) in DMSO solvent (10 mL). The resulting mixture was then heated at 150 C for the given time. After completion of reaction (monitored by TLC) the reaction mass was allowed to cool and diluted with ethyl acetate (20 mL). Resulting solution was then washed with water and saturated sodium thiosulfate solution followed by drying over anhydrous sodium sulfate and concentrating under reduced pressure to furnish the crude product. The residue obtained was purified by column chromatography using petroleum ether-ethyl acetate as an eluent to afford flavones (3a-r).

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

Reference£º
Article; Naik, Mayuri M.; Tilve, Santosh G.; Kamat, Vijayendra P.; Tetrahedron Letters; vol. 55; 22; (2014); p. 3340 – 3343;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem