Brief introduction of 3541-37-5

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

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.

To a cooled mixture of thionyl chloride (20 ml, 274 mmol) and DMF (0.7 ml) at 0 C, benzothiophene 2-carboxaldehyde (4.7 g, 29.0 mmol) was added in 3 portionas, and stirred at 0 C for 30 minutes and then a;lowed to warm for about 15 hours. The mixture was poured into ice and aqueous IN sodium hydrogen carbonate and then extracted with EtOAc. The combined organic solution was washed with brine and dried (Na2S04) and concentrated in vacuo to provide Int-76a (6.1 g, 28.1 mmol, 97 % yield).

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
Benzothiophene – Wikipedia
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Some tips on 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

3541-37-5, General procedure: Amine (1.5 eq.) and appropriate aldehyde (1 eq.) were dissolved in MeOH/CH2Cl2 mixture(2:1 v:v), AcOH glac (1.5 eq.) was added, and the mixture was stirred under an Ar atmosphere at r.t.After 3 h, NaBH4 (6 eq.) was added, and stirring was continued for another 18 h. Solvent was removedunder reduced pressure, and the residue was dissolved in CH2Cl2. The organic layer was washed with2M NH4OH, water and then extracted with CH2Cl2. The combined organic layers were washed withbrine and dried over anhydrous Na2SO4. Finally, the solvent was evaporated under reduced pressure.

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

Reference£º
Article; Konstantinovi?, Jelena; Videnovi?, Milica; Srbljanovi?, Jelena; Djurkovi?-Djakovi?, Olgica; Bogojevi?, Katarina; Sciotti, Richard; ?olaja, Bogdan; Molecules; vol. 22; 3; (2017);,
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 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

a.) 3-Benzo[b]thiophen-2-yl-acrylic acid tert-butyl ester (Scheme 3); Potassium bis(trimethylsilyl)amide (5.4 g, 0.027 mol) was added to a solution of 18- Crown-6 (13.7 g, 0.052 mol ) and (diphenoxy-phosphoryl)-acetic acid tert-butyl ester (9.4 g, 0.027 mol) in dry THF (120 ml_) at -78 0C. After 30 minutes of stirring at this temperature, benzo[b]thiophene-2-carbaldehyde (4.0 g, 0.024 mol) was added and the reaction was stirred for 3 hours at -78 0C after which the reaction was quenched with saturated ammonium chloride (200 mL). The reaction mix was allowed to come to room temperature and was extracted with ethyl acetate (3 X 200 mL) and the combined organic extracts were washed with 10 % HCI (200 mL), brine (200 mL), and dried over MgSO4. The solvent was evaporated in vacuo leaving the crude product that was purified by column chromatography (Sitheta2) using a 5-40 % ethylacetate-hexane gradient to afford the subtitle compound (4.64 g, yield: 74 %). MS calculated for C15Hi6O2S +H: 261 , observed: 261.

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; ATHERSYS, INC.; WO2006/28961; (2006); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 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: To a resealable Schlenk tube was added MCM-41-PPh3-AuNTf2 (192mg, 0.05mmol). The reaction tube was evacuated and back-filled with argon and this evacuation/back-fill procedure was repeated one additional time. Aldehyde (1.0mmol), propargylamine (4.0mmol), water (5.0mmol), and DCE (4mL) were then added under a stream of argon. The reaction tube was quickly sealed and the mixture was stirred at 40C until disappearance of the starting material (TLC, typically 48h). After being cooled to room temperature, the reaction mixture was diluted with ethyl acetate (20mL) and filtered. The catalyst was washed with ethyl acetate (2¡Á5mL) and diethyl ether (2¡Á5mL), and reused in the next run. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography (petroleum ether/ethyl acetate mixtures) to afford the corresponding product., 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
Short Survey; Nie, Quan; Yao, Fang; Yi, Feiyan; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 846; (2017); p. 343 – 350;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 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: Aromatic o-bromoacetal 1 (1.0 mmol) was placed in the roundbottomflask (50 mL) and dissolved in dry THF (8 mL) at -78 C underargon atmosphere. Next, n-BuLi (1.1 mmol, 2.5M in hexanes) wasadded. The resulting mixture was stirred for 15 min. under argon andthen aromatic aldehyde 2 (1.2 mmol) was added in dry THF. Stirringwas continued for 2 h at -78 C and the reaction mixture was warmedto room temperature. Saturated aqueous NH4Cl solution was added andthe solvent was evaporated. The residue was diluted with ethyl acetate(3×10 mL), washed with water (15 mL) and dried over anhydrousMgSO4. After filtration, ethyl acetate was removed in vacuum and thecrude product 3 was purified by column chromatography over silica gelwith a mixture of petroleum ether/acetone (4:1 v/v)., 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; Ba?czewski, Piotr; Kowalska, Emilia; Skalik, Joanna; Koprowski, Marek; Owsianik, Krzysztof; Ro?ycka-Soko?owska, Ewa; Ultrasonics Sonochemistry; vol. 58; (2019);,
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 solution of saturated aqueous ammonium chloride (10 mL)was added dropwise with stirring to a suspension of heteroaryl-2-carbaldehyde (10 mmol), propargyl bromide (80% in toluene,2.23 g, 15 mmol) and zinc dust (3.27 g, 50 mmol) in THF(20 mL) at 0 C (ice bath) over 1 h. The mixture was allowed towarm to room temperature and was stirred at this temperaturefor 24 h, with monitoring by TLC. The mixture was filtered andthe filter cake was washed with ethyl acetate (5 100 mL). Thecombined filtrates were washed with saturated aqueousammonium chloride (50 mL), then brine (50 mL) and dried overmagnesium sulfate. The residue was purified by flash chromatographyon silica gel to afford homopropargylic alcohol as an oilyproduct. 4.2.1 rac-1-(Benzo[b]thiophen-2-yl)but-3-yn-1-ol 1a Light yellow oil (1.54 g, 76% yield); Rf: 0.3 (1:5 EtOAc/hexane); 1H NMR (CDCl3, 400 MHz): delta 7.83-7.81 (m, 1H), 7.75-7.72 (m, 1H), 7.37-7.29 (m, 2H), 7.27-7.26 (m, 1H), 5.22-5.17 (m, 1H), 2.84-2.82 (m, 2H), 2.62 (d, J = 4.7 Hz, 1H), 2.13 (t, J = 2.7 Hz, 1H); 13C NMR (CDCl3, 400 MHz): delta 146.6, 139.3, 124.4, 123.6, 122.5, 120.7, 79.7, 71.8, 69.0, 29.3.

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; Bueyuekadali, Nalan Nuriye; Seven, Semih; Aslan, Nezir; Yenidede, Duygu; Guemue, Ayeguel; Tetrahedron Asymmetry; vol. 26; 21-22; (2015); p. 1285 – 1291;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 3541-37-5

The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

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.

General procedure: Amine (1.5 eq.) and appropriate aldehyde (1 eq.) were dissolved in MeOH/CH2Cl2 mixture(2:1 v:v), AcOH glac (1.5 eq.) was added, and the mixture was stirred under an Ar atmosphere at r.t.After 3 h, NaBH4 (6 eq.) was added, and stirring was continued for another 18 h. Solvent was removedunder reduced pressure, and the residue was dissolved in CH2Cl2. The organic layer was washed with2M NH4OH, water and then extracted with CH2Cl2. The combined organic layers were washed withbrine and dried over anhydrous Na2SO4. Finally, the solvent was evaporated under reduced pressure., 3541-37-5

The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Konstantinovi?, Jelena; Videnovi?, Milica; Srbljanovi?, Jelena; Djurkovi?-Djakovi?, Olgica; Bogojevi?, Katarina; Sciotti, Richard; ?olaja, Bogdan; Molecules; vol. 22; 3; (2017);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 3541-37-5

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

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

[0055] Calixarene 7 (benzothiophene-pyrogallol calix[4]arene) was prepared by the following method. To a 250 mL round bottom flask, pyrogallol (1,2,3-trihydroxybenzene, 3.89 g, 30.8 mmol), benzo[b]thiophene-2-carboxaldehyde (5.00 g, 30 8 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 hours. 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 was washed with water (50 mL) and ethanol (50 mL). The product was dried in vacuo at 60 C. for 16 hours (yield: 6.30 g, 76%). LC-MS m/z=1081.2 g/mol

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

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

 

Downstream synthetic route of 3541-37-5

3541-37-5, As the paragraph descriping shows that 3541-37-5 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.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: An aldehyde (3.24 mmol) was dissolved in EtOH (12 mL), then a solution of NH2OH*HCl (360 mg, 5.18 mmol) and Na2CO3 (247 mg,2.33 mmol) in water (3 mL) was added, and the mixture was boiled at reflux temp for 20 min. Saturated aqueous NaCl solution (30 mL)was added, and the mixture was extracted by EtOAc (2 20 mL).The combined organic layers were dried (MgSO4) and evaporated to give the expected aldoxime which was used without further purification.

3541-37-5, As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Article; Goyard, David; Konya, Balint; Chajistamatiou, Aikaterini S.; Chrysina, Evangelia D.; Leroy, Jeremy; Balzarin, Sophie; Tournier, Michel; Tousch, Didier; Petit, Pierre; Duret, Cedric; Maurel, Patrick; Somsak, Laszlo; Docsa, Tibor; Gergely, Pal; Praly, Jean-Pierre; Azay-Milhau, Jacqueline; Vidal, Sebastien; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 444 – 454;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem