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, Synthesis of 2-(4-chlorophenyl)benzo[b]thiophene-3-carbaldehyde (29b): Benzo[b]thiophene-3-carbaldehyde (27) (162 mg, 1.0 mmol) in THF (2 mL) was added to a solution of TMPZnCl.LiCl (2) (1.3 M in THF, 0.85 mL, 1.1 mmol) at 25 C. and the reaction mixture was then stirred at this temperature for 30 min according to TP 2. Pd(dba)2 (17 mg, 3 mol %) and P(o-furyl)3 (14 mg, 6 mol %) dissolved in THF (2 mL), and mixed with 1-chloro-4-iodobenzene (310 mg, 1.3 mmol, 1.3 equiv) were then transferred via cannula to the reaction mixture. The resulting mixture was stirred for 2 h at 25 C. The reaction mixture was then quenched with a sat. aq. NH4Cl solution (20 mL), extracted with diethyl ether (3¡Á50 mL) and driedanhydrous Na2SO4. After filtration, the solvent was evaporated in vacuo. Purification by flash-chromatography (CH2Cl2/n-pentane, 1:3) furnished compound 29b (236 mg, 87%) as a colourless solid.m.p.: 99.7-101.4 C.1H-NMR (300 MHz, CDCl3) delta: 10.02 (s, 1 H), 8.76 (d, J=8.0 Hz, 1 H), 7.83 (d, J=8.0 Hz, 1 H), 7.42-7.54 (m, 6 H).13C-NMR (75 MHz, CDCl3) delta: 186.2, 158.9, 137.8, 136.9, 136.4, 131.6, 130.3, 130.0, 129.2, 126.4, 126.0, 125.2, 121.6.MS (70 eV, El) m/z (1)/0): 272 (100) [M+], 237 (54), 208 (34), 165 (12), 118 (20), 104 (23).IR (ATR) v (cm-1): 3054, 2969, 2867, 2362, 1947, 1739, 1671, 1590, 1562, 1517, 1482, 1457, 1431, 1407, 1397, 1346, 1265, 1218, 1187, 1161, 1135, 1109, 1091, 1050, 1020, 1012, 971, 952, 938, 846, 830, 813, 748, 723, 716, 710, 698, 667, 638, 616, 610, 603.HRMS (El) for C15H9CIOS (272.0063): 272.0057.

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

Reference£º
Patent; Knochel, Paul; Mosrin, Marc; US2011/288296; (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

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.

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.

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

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

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, [0142] Synthesis of Compound 2-1 [0143] 4.22 g (30 mmol) of thieno[3,2:b]thiophene is dissolved in 50 mL of dry ether, and the resultant is added in dropwise fashion to 100 mL of dry ether solution in which 25 mL of 2.5M butyl lithium solution dissolved in hexane is contained and is cooled to 0 C. The temperature is slowly increased to room temperature (24 C.) and agitation for two hours is performed at room temperature. 10 g (62 mmol) of benzothiophene-3-aldehyde is slowly added in a dropwise fashion to the resultant haze solution and is agitated overnight. 100 mL of ammonium chloride saturated solution is added. Precipitated materials are filtered and the filtered product is washed with water and ether to a Compound 2-1 (yield 70%). [0144] 1H NMR (300 MHz, CDCl3): delta ppm 7.89 (m, 2H), 7.77 (m, 2H), 7.59 (s, 2H), 7.35 (m, 4H), 7.13 (s, 2H), 6.44 (d, 2H), 2.56 (d, 2H).

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

Reference£º
Patent; SAMSUNG ELECTRONICS CO., LTD.; PARK, Jeong Il; LEE, Bang Lin; LEE, Ji Youl; CHUNG, Jong Won; US2013/116447; (2013); 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: An aqueous solution of NaOH (3M, 1.6mL) was added to a solution of aromatic ketone (1mmol) and 3-methoxybenzaldehyde (1.2 eq), in EtOH (1-2mL). The reaction was stirred at r.t for 18-24h. The reaction mixture was cooled in an ice-water bath and acidified to pH 2 with concentrated HCl (37%). The solid formed was filtered, washed with ethanol and then further purified by recrystallization from ethanol. When no precipitate occurred, the reaction mixture was extracted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography was then utilized to purify the desired product.

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

Reference£º
Article; Borsari, Chiara; Jimenez-Anton, Maria Dolores; Eick, Julia; Bifeld, Eugenia; Torrado, Juan Jose; Olias-Molero, Ana Isabel; Corral, Maria Jesus; Santarem, Nuno; Baptista, Catarina; Severi, Leda; Gul, Sheraz; Wolf, Markus; Kuzikov, Maria; Ellinger, Bernhard; Reinshagen, Jeanette; Witt, Gesa; Linciano, Pasquale; Tait, Annalisa; Costantino, Luca; Luciani, Rosaria; Tejera Nevado, Paloma; Zander-Dinse, Dorothea; Franco, Caio H.; Ferrari, Stefania; Moraes, Carolina B.; Cordeiro-da-Silva, Anabela; Ponterini, Glauco; Clos, Joachim; Alunda, Jose Maria; Costi, Maria Paola; European Journal of Medicinal Chemistry; vol. 183; (2019);,
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¡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).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191450; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191459; (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: Method A. As a representative procedure, to an acetone (3.6 mL, 20 equiv) solution of 1-benzothiophene-2-carbaldehyde 1a (0.5 g, 3.00 mmol) at 0 C, cat. II (41 mg, 0.30 mmol, 0.1 equiv) was added in one portion. The mixture was stirred for 12 h at this temperature, and the resulting solution was treated with a solution of NH4Cl aq (15 mL) and extracted with EtOAc (20 mL). The organic phase was dried with Na2SO4 and concentrated under reduced pressure after filtration. The yellow crude solid was chromatographed using petroleum ether/EtOAc 70:30 to afford the corresponding aldol adduct 2a as a white solid (0.58 g, 89% yield). Method B. As a representative procedure, to an acetone (6.8 mL, 20 equiv) solution of benzo[b]thiophene-2-carbaldehyde 1a (1.0 g, 6.10 mmol) at 0 C, cat. III (154 mg, 0.61 mmol, 0.1 equiv) was added in one portion. The mixture was stirred for 12 h at this temperature, and the resulting solution was treated with a solution of NH4Cl aq (15 mL) and extracted with EtOAc (20 mL). The organic phase was dried with Na2SO4 and concentrated under reduced pressure after filtration. The yellow crude solid was chromatographed using petroleum ether/EtOAc 70:30 to afford the corresponding aldol adduct 2a as a white solid (1.12 g, 84% yield).

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

Reference£º
Article; Secci, Francesco; Cadoni, Enzo; Fattuoni, Claudia; Frongia, Angelo; Bruno, Giuseppe; Nicolo, Francesco; Tetrahedron; vol. 68; 24; (2012); p. 4773 – 4781;,
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

General procedure: The preparation of compounds 1-17 investigated in this studywas carried out according to the procedure described by Supuranet al. (1996).26 Sulfonilamide/3-fluorosulfanilamide or 4-(2-aminoethyl)-benzenesulfonamide (1.0 equiv) was dissolved in dryMeOH and stoichiometrical amount of the appropriatearomatic/herocyclic aldehydes containing either hydrophobic orhydrophilic moieties was added to the reaction. The solution wasstirred until the formation of a precipitate was completed whichwas collected by filtration, washed with ice cold MeOH and driedunder vacuo to afford the desired compounds 1-17.The synthesis and the full characterization of all compounds1-17 investigated here as CA inhibitors are reported elsewhere., 5381-20-4

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

Reference£º
Article; Ceruso, Mariangela; Carta, Fabrizio; Osman, Sameh M.; Alothman, Zeid; Monti, Simona Maria; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4181 – 4187;,
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: To an acetoxyacetate (2.85 g, 24.6 mmol, 20 equiv) solution of 1-benzothiophene-2-carbaldehyde 1a (0.2 g, 1.23 mmol) at 0 C, cat. III (19 mg, 0.123 mmol, 0.1 equiv) was added in one portion. The mixture was stirred for 12 h at this temperature, and the resulting solution was treated with a solution of NH4Cl aq (15 mL) and extracted with EtOAc (20 mL). The organic phase was dried with Na2SO4 and concentrated under reduced pressure after filtration. The yellow crude solid was chromatographed using petroleum ether/EtOAc 70:30 to afford the corresponding aldol adduct as a white solid (0.26 g, 78% yield).

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

Reference£º
Article; Secci, Francesco; Cadoni, Enzo; Fattuoni, Claudia; Frongia, Angelo; Bruno, Giuseppe; Nicolo, Francesco; Tetrahedron; vol. 68; 24; (2012); p. 4773 – 4781;,
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 (5 g, 30.8 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (12.22 g, 123.30 mmoles) and sulfamic acid (0.29 g, 3.08 mmoles) were added and the reaction mixture heated to 45 C. for 18 h. The reaction mixture was then cooled to room temperature. Sodium borohydride (1.2 g, 30.8 mmol) was added and the reaction mixture was stirred for 1 hour. 1 N HCl (30 mL, 30 mmol) was added and the reaction mixture was filtered through Celite. The filtered solution was then diluted with water (100 mL). The precipitate was filtered to yield the title compound as a off 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; Abdel-Magid, Ahmed F.; Mehrman, Steven J.; US2006/270856; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem