Category: benzothiophene

95-15-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

1) The compound of formula 2 benzothiophene (2.68 g, 20 mmol)Dissolved in refined tetrahydrofuran, stirred under argon and 195K conditions,2.4 mol / L of n-butyllithium (9.75 mL, 23 mmol) was slowly injected,Continue low temperature reaction for half an hour. Iodomethane (3 mL, 23 mmol)Injected into the reaction flask, the reaction mixture was stirred at low temperature for an hour,Naturally rose to room temperature, adding an appropriate amount of water to terminate the reaction.Liquid separation and extraction with methylene chloride. Combine the organic phases, whirl, remove the solvent and dry. The residue was chromatographed on petroleum ether, silica gel to give 2.67 g of a colorless solid,Yield: 90%.

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; Jiangxi Science and Technology Normal University; Pu Shouzhi; Liu Gang; Li Gang; (14 pag.)CN106905312; (2017); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34761-09-6,Ethyl 3-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

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

The synthetic route of 34761-09-6 has been constantly updated, and we look forward to future research findings.

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

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.

[0054] Calixarene 6 (benzothiophene-resorcinol calix[4]arene,) was prepared by the following method. To a 250 mL round bottom flask, resorcinol (2.00 g, 18.2 mmol), benzo[b]thiophene-2-carboxaldehyde (2.95 g, 18.2 mmol), ethanol (100 mL), and HCl (concentrated, 10 mL) were added. A nitrogen inlet was equipped and the reaction was stirred at 80 C. for 16 h. The reaction began as a clear solution but slowly formed a purple precipitate. After completion of the reaction, the resulting solution was filtered through a fritted funnel and the solid collected was washed with water (50 mL) and ethanol (50 mL). The washed product was dried in vacuo at 60 C. for 16 hours (yield: 4.05 g, 88%). LC-MS m/z=1017.2 g/mol.

3541-37-5, 3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ROHM AND HAAS ELECTRONIC MATERIALS LLC; Green, D. Patrick; Jain, Vipul; Bailey, Brad C.; US2013/157195; (2013); 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.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.,95-15-8

EXAMPLE; (Example); First step: Synthesis of 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol; Into a tetrahydrofuran (100 liters) solution of benzo[b]thiophene (17.4 kg ) was dropwise added a n-hexane solution (56.2 kg) of n-butyl lithium (15.08%) in an argon atmosphere at -24.2 to -13.5C, followed by stirring at -22.1 to -13.5C for 40 minutes. Into this solution was dropwise added a tetrahydrofuran (18 liters) solution of 5-bromo-2-fluorobenzaldehyde (25.5 kg) at -22.1 to -11.8C, followed by stirring at -23.5 to -16.1C for 2 hours. To the reaction mixture were added water (100 liters), toluene (130 liters) and 38% hydrochloric acid (12.3 kg), and extraction was conducted. The organic layer was washed with water (130 liters) and then subjected to distillation at normal pressure to distill off the solvent until the residue became 100 liters. Toluene (130 liters) was added to the residue and the mixture was subjected to distillation at normal pressure to distil off the solvent until the residue became 100 liters. The operation of adding toluene to the residue and subjecting the mixture to distillation under reduced pressure to distill off the solvent, was repeated twice: Then, n-heptane (310 liters) was added to the residue, followed by heating to dissolve the residue. To the solution was added, as a seed crystal, about 26 g of the 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol produced in the same manner as that shown in the first step of Reference Example 1, followed by stirring at 1.2 to 5.0C for 13 hours. The separated-out crystals were collected by filtration, washed twice with a toluene-n-heptane (1:6) mixed solvent (26 liters), and subjected to vacuum drying to obtain, as white crystals, 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol [35.91 kg, yield: 84.8%, purity: 99% (HPLC)]. 1H-NMR (CDCl3): delta 2.74 (1H, d), 6.35 (1H, d), 6.93 (1H, dd), 7.14 (1H, s), 7.27-7.38 (2H, m), 7.39 (1H, m), 7.68 (1H, dd), 7.74 (2H, m)

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Astellas Pharma Inc.; Kotobuki Pharmaceutical Co., Ltd.; EP2105442; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

89673-36-9, tert-Butyl benzo[b]thiophen-2-ylcarbamate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

89673-36-9, A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91%). HPLC-MS tR=1.5 Min(UV254 nm). Mass calculated for formula C8H7NS, M+149.21, observed LC/MS m/z 150.40 (M+H).

As the paragraph descriping shows that 89673-36-9 is playing an increasingly important role.

Reference£º
Patent; Schering Corporation; US2007/105864; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

89673-36-9,89673-36-9, tert-Butyl benzo[b]thiophen-2-ylcarbamate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 236; A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91%). HPLC-MS tR=1.5 Min (UV254nm). Mass calculated for formula C8H7NS, M+ 149.21, observed LC/MS m/z 150.40 (M+H).

As the paragraph descriping shows that 89673-36-9 is playing an increasingly important role.

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl -bromo-l-benzothiophene-^-carboxylate (60 mg, 0.21 mmol), Cbz- piperazine (0.100 mL, 0.52 mmol) and K3PO4 (220 mg) in DMAc (1 mL) was degassed by the freeze- pump-thaw method. Next, Pd[P(tert-butyl)3]2 (20 mg) was added and the mixture stirred at 100C overnight. The crude mixture was partitioned between EtOAc and sat’d NaCl, the organic layer dried (Na2SO4) and concentrated. Chromatography on SiO2 (EtOAc/CH2Cl2, 0:100 to 10:90) gave 42 mg (47%) of the ethyl ester coupled product. A mixture of this ester in 2: 1: 1 THF/MeOH/water (2 mL) was treated with LiOH (10 mg, 0.24 mmol) and stirred overnight, then partitioned between EtOAc and 1 M citric acid. The organic layer was dried (Na2SO4) and concentrated. The residue was dissolved in DMF (1 mL) and treated with EDC (25 mg, 0.13 mmol), HOBt (15 mg, 0.11 mmol), and 1,2-phenylenediamine (25 mg, 0.23 mmol), then stirred overnight. The reaction mixture was partitioned between CH2Cl2 and sat’d NaHCO3, dried (Na2SO4), concentrated and finally triturated with ether to provide the desired product: 1H NMR (600 MHz, DMSO-^6) delta 9.75 (s, 1 H), 8.13 (s, 1 H), 7.77 (d, J = 8.8 Hz, 1 H), 7.45 (d, J = 2.1 Hz, 1 H), 7.36 (m, 5 H), 7.32 (m, 1 H), 7.17 (dd, J = 9.1, 2.3 Hz, 1 H), 6.95 (t, J = 7.8 Hz, 1 H), 6.75 (dd, J = 9.4, 1.2 Hz, 1 H), 6.57 (t, J = 7.6 Hz, 1 H), 5.10 (s, 2 H), 4.93 (s, 2 H), 3.55 (br, 4 H), 3.25 (br, 4 H); MS cal’d 487 (MH+), exp 487 (MH+)., 360576-01-8

The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; ATON PHARMA, INC.; WO2006/115845; (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.

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.

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

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

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 6-bromobenzothiophene-2-carboxylate (1.4 g, 5.0 mmol), piperidin- 4-one (0.75 g, 7.5 mmol), cesium carbonate (3.3 g, 10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.46 g, 0.50 mmol) and 2-dicyclohexylphosphino-2′,4′,6′- triisopropylbiphenyl (0.24 g, 0.50 mmol) in toluene (30 mL) was de-gassed and then heated to 100 C for 12 hours under nitrogen. On completion, the reaction mixture was poured into water (40 mL) and extracted with ethyl acetate (30 mL chi 3). The combined organic phase was washed with brine (30 mL), dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography [petroleum ether: ethyl acetate = 5: 1] to afford compound B-151 (0.46 g, crude) as a yellow solid. LCMS (A): tR=0.845 min., (ES+) m/z (M+H)+ = 289.9.

360576-01-8, As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

2-Nitrophenylboronic acid, 4.22 g (105.6 mmol) of NaOH and 300 ml / 150 ml of THF / H2O were added to a solution of 12.2 g (35.2 mmol) of 7-bromobenzo [b] thiophene and 6.44 g Lt; / RTI & gt; 2.03 g (5 mol%) of Pd (PPh3) 4 was added at 40 deg. C and the mixture was stirred at 80 deg. C for 12 hours. After completion of the reaction, the reaction mixture was extracted with methylene chloride, and the residue was filtered with MgSO4. After removing the solvent of the filtered organic layer, 7- (2-nitrophenyl) benzo [b] thiophene (7.38 g, yield: 82%) was obtained by column chromatography., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; Doosan Co., ltd; Kim, Tae Hyoung; Kim, Song Mu; Lee, Chang Jun; Sin, Jin Yong; Baek, Young Mi; Park, Ho Chul; (40 pag.)KR101599586; (2016); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem