Analyzing the synthesis route of 154650-81-4

154650-81-4 Benzo[b]thiophene-6-carbonitrile 21816574, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

A solution of l-benzothiophene-6-carbonitrile, INTERMEDIATE 13 (230 mg, 1.45 mmol) in THF (10 mL) was cooled to -78C. Freshly prepared LDA solution (3.47 mL, ca. 0.5 M in THF/hexane, 1.73 mmol) was dropwise added and the mixture was stirred for 15 min. Iodine (440 mg, 1.73 mmol) were added and the reaction was allowed to reach – 50C over a period of 1.5 h. 1 M HC1 and DCM were added, the organic phase was washed with Na2S203 solution. The organic phase was collected and the solvents removed in vacuo and the crude product was used without further purification. Yield: 394 mg (96%); yellow solid. MS(ESI+) m/z 286 [M+H]+., 154650-81-4

154650-81-4 Benzo[b]thiophene-6-carbonitrile 21816574, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 5381-20-4

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

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: To a solution of aldehyde 1 (1 equiv.) in tetrahydrofuran (THF) was slowly added 1.0 M allyl magnesium bromide (2 equiv.) at 0 oC. Some of the aldehydes 1f-1m, 1w, and 1x were treated with the solution of zinc and allyl bromide instead of allyl magnesium bromide because allyl magnesium bromide did not work properly. The reaction mixture was warmed to room temperature and stirred for 2-12 h. Saturated NH4Cl aqueous solution was added to the mixture and it was poured into ethyl acetate and extracted with ethyl acetate 2 times. The combined organic layers were washed with brine, dried with Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography (Hexane/Ethyl acetate) to give compounds 2 (26-99% of yield).

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

Reference£º
Article; Lee, Sun-Mi; Lee, Won-Gil; Kim, Young-Chul; Ko, Hyojin; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5726 – 5729;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 5381-20-4

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

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 solution of arylcarbaldehyde (10.4 mmol) and (ethoxycarbonylmethylene)triphenylphosphorane (14.6 mmol) in THF (20 mL) was heated at 80 C for 12 h. After cooling to an ambient temperature, the reaction mixture was quenched with water, and then was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by column chromatography (silica gel, 30 g) using EtOAc-hexane (3:97, v/v) as an eluent to give the (E)-acrylate 9.

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

Reference£º
Article; Nishiyama, Takashi; Hatae, Noriyuki; Hayashi, Kaori; Obata, Manami; Taninaka, Kimiko; Yamane, Masahiro; Oda, Shota; Abe, Takumi; Ishikura, Minoru; Hibino, Satoshi; Choshi, Tominari; Heterocycles; vol. 95; 1; (2017); p. 251 – 267;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 5381-20-4

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

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, Thianaphthene-3-carboxaldehyde (5 g, 30.8 mmol) was dissolved in THF (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 and filtered through a sintered glass funnel. The resulting solution was treated with lithium borohydride (2.0 M in THF, 5 mL, 10 mmol) via addition funnel. After addition (5 minutes) the reaction mixture was stirred for 1 hour. 1 N HCl (20 mL, 20 mmol) was added and the reaction mixture concentrated to remove THF. The resulting suspension was treated with water (100 mL) and vigorously stirred. The resulting solid was filtered and dried to yield the title compound as a light pink 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).

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

Reference£º
Patent; Abdel-Magid, Ahmed F.; Mehrman, Steven J.; US2006/270856; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 3541-37-5

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

3541-37-5, Benzo[b]thiophene-2-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of appropriate piperazine base (i-vi, 1 mmol), aldehydes (1a-1d, 1 mmol) and around 1.1-1.3 mmol quantity of TMSCN was taken in 5-8 mL water. After stirring for a while, 10 mg Indium powder was added to the reaction mixture and the resulted reaction mass was allowed to stir at room temperature for 45 min-2.5 h. After the completion ofthe reaction as monitored by Thin Layer Chro-matography using toluene: acetone (8:2) or ethyl acetate: n-nexane (8:2) solvent system, after treatment with diethyl ether or ethyl acetate, solution was filtered and washed with water and brine followed by anhydrous sodium sulphate treatment to dry. The residue was purified by silica gel column chromatography (ethyl acetate: n-hexane) to afford compounds 2i-5vi.

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
Article; Patel, Rahul V.; Patel, Jigar K.; Nile, Shivraj H.; Park, Se Won; Letters in drug design and discovery; vol. 10; 5; (2013); p. 462 – 470;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

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.

PREPARATION 20 Preparation of 5-chloro-2-(4-hydroxy-N-t-butoxycarbonylpiperidin-4-yl)benzo[b]thiophene A solution of 5-chlorobenzo[b]thiophene (0.600 g, 3.56 mmol) in freshly distilled tetrahydrofuran (20 ml) was treated with n-butyllithium (1.2M, 2.94 ml, 3.56 mmol) under nitrogen atmosphere at -78 C. The anion was allowed to stir for 60 minutes, and then was treated with a solution of N-t-butoxycarbonyl-4-piperidone (0.779 g, 3.91 mmol) in tetrahydrofuran (5.0 ml) and allowed to warm to 0 C. The reaction was quenched with sat. sodium bicarbonate, diluted with hexanes/diethyl ether (1:1), separated, the organic phase washed with brine and dried over sodium sulfate. Flash chromatography (silica gel, toluene/ethyl acetate 9:1) gave 1.09 g of a colorless foam which was contaminated with 20% unreacted piperidone. FDMS m/e=367., 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5576321; (1996); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 95-15-8

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

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.

Benzo[b]thiophene (10 g, 74.5 mmol) was dissolved in 250 ml of chloroform. The resulting solution was cooled down to 0C and bromine (7.87 ml, 152.8 mmol) was added. The mixture was stirred for 12h. The reaction mixture was poured into water and extracted with chloroform. The organic layer was separated, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure to afford (3) as a white solid, yield 90%. 1H NMR (CDCl3, 400MHz) 7.76-7.74 (d, J=8.8Hz, 1H), 7.73-7.71 (d, J=8Hz, 1H), 7.45-7.41 (t, J=7.6Hz, 1H), 7.41-7.36 (t, J=8Hz, 1H) ppm.

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

Reference£º
Article; Jeon, Joon Ho; Lee, Nam-Jin; Lee, Ji-Hoon; Suh, Min Chul; Dyes and Pigments; vol. 111; (2014); p. 116 – 123;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 5381-20-4

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

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 j (adapted from Lu Liu et al, Chem. Int. Ed. 2009, 48, 6093-6096) Intermediate j1: 3-(benzo[b]thiophen-3-ylmethylene)pentane-2,4-dione Benzo[b]thiophene-3-carbaldehyde (1 g, 6.16 mmol, 1 eq) was dissolved in toluene (0.5 M) at RT, and acetic acid (0.176 ml, 3.08 mmol, 0.5 eq), piperidine (0.061 ml, 0,61 mmol, 0.1 eq), molecular sieves (6 g) and 2,4-pentanedione (0.95 ml, 9.24 mmol, 1.5 eq) were added. The reaction mixture was heated in a microwave oven at 111 C until the disappearance of starting material (4 h). The mixture was allowed to cool to RT and then concentrated. The resulting residue was purified by flash column chromatography on silica gel using ethyl acetate/hexane (1:6) as eluent to afford the Knoevenagel product as a yellow solid (1.8 g, 60%). 1H-NMR (300 MHz, CDCl3) delta = 7.89 (t, J = 7.5 Hz, 2H), 7.76 (s, 1 H), 7.72 (s, 1 H), 7.48 (p, J = 7.4 Hz, 2H), 2.49 (s, 3H), 2.30 (s, 3H).

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

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 5381-20-4

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

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 benzo[b]thiophene-3-carbaldehyde1 (1.62 g, 10 mmol) in ethanol (5 mL), 2-ethanonederivatives (2a, 2b) (10 mmol) dissolved in ethanol(2-3 mL) was added portion wise (Scheme 1). The reactionmixture was stirred at room temperature for 20 min,during which it turned to a homogeneous solution. ThenKOH solution (40 %, 2 mL) was added drop wise and theresultant mixture was stirred at room temperature for3-4 h. The precipitated product of chalcone was thencollected by filtration. The crude product was purified byrecrystallization from chloroform-methanol (1:1 v/v,10 mL) to afford (80-85 % yield) the product as yellow tolight brown needles (3a, 3b). Single crystals suitable forX-ray diffraction of both of the chalcones were obtained byrecrystallization from a saturated solution in DMSO.

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

Reference£º
Article; Patel, Paresh N.; Chadha, Anju; Journal of Chemical Crystallography; vol. 46; 5; (2016); p. 245 – 251;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 20532-33-6

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

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 20 Preparation of 5-chloro-2-(4-hydroxy-N-t-butoxycarbonylpiperidin-4-yl)benzo[b]thiophene A solution of 5-chlorobenzo[b]thiophene (0.600 g, 3.56 mmol) in freshly distilled tetrahydrofuran (20 ml) was treated with n-butyllithium (1.2M, 2.94 ml, 3.56 mmol) under nitrogen atmosphere at -78 C. The anion was allowed to stir for 60 minutes, and then was treated with a solution of N-t-butoxycarbonyl-4-piperidone (0.779 g, 3.91 mmol) in tetrahydrofuran (5.0 ml) and allowed to warm to 0 C. The reaction was quenched with sat. sodium bicarbonate, diluted with hexanes/diethyl ether (1:1), separated, the organic phase washed with brine and dried over sodium sulfate. Flash chromatography (silica gel, toluene/ethyl acetate 9:1) gave 1.09 g of a colorless foam which was contaminated with 20% unreacted piperidone. FDMS m/e=367.

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

Reference£º
Patent; Eli Lilly and Company; US5741789; (1998); A;; ; Patent; Eli Lilly and Company; US5627196; (1997); A;; ; Patent; Eli Lilly and Company; US5614523; (1997); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem