Tag: M.W:100-200

5381-25-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-25-9,1-Benzothiophene-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzothiophene-3-carboxylate 2h (eq. 1, 0.624mmol) and SOCl2 (1.5 eq, 0.936mmol) in toluene was heated at reflux for 2h.The reaction was detected by TLC. After the reaction was completed, the reaction mixture was concentrated under reduced pressure to give benzo[b]thiophene-3-carbonyl chloride as a crude product.This was dissolved in 5 mL of dichloromethane, and aqueous ammonia (25% aqueous ammonia solution, 1 mL) was added dropwise thereto under ice-cooling, and stirred at room temperature.The reaction was detected by TLC. After the reaction was completed, it was washed with dilute hydrochloric acid, and then extracted with ethyl acetate (3¡Á30 mL), and then washed with saturated brine and dried over anhydrous sodium sulfate.Concentration and purification with a mobile phase of petroleum ether and ethyl acetate (V/V = 2 / 1) over silica gel column to afford white solid benzo[b]thiophene-3-carboxamide 4h as 99.5mg.4h (1 equivalent, 0.562 mmol) of benzo[b]thiophene-3-carboxamide was dissolved in 5 mL of anhydrous THF, and LiAlH4 (3 eq., 1.686 mmol) was added portionwise in an ice bath, and the mixture was refluxed for 4 hours. .After the reaction was completed, the reaction was quenched by sequentially adding 0.4 mL of H 2 O, 0.4 mL of 15% NaOH solution, and 1.2 mL of H 2 O.Ethyl acetate was added, the suspension was filtered, and the filtrate was dried over anhydrous sodium sulfate, and then the solvent was evaporated under vacuo to give benzo[b]thiophen-3-ylmethylamine as a crude product.

As the paragraph descriping shows that 5381-25-9 is playing an increasingly important role.

Reference£º
Patent; Wuhan University; Wu Shuwen; Zhou Haibing; Lan Ke; Yu Yongshi; (21 pag.)CN108129454; (2018); 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.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*75 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)., 5381-20-4

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

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

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-15-8, General procedure: To a stirred, cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in THF (2-3 mL) were successively added BuLi (about 1.6 M hexanes solution, 1.5 mmol) and, 5 min later, ZnCl2?TMEDA14 (0.13 g, 0.50 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (1.0 mmol) at 0-10 C. After 2 h at room temperature, a solution of I2 (0.38 g,1.5 mmol) in THF (4 mL) was added. The mixture was stirred overnight before addition of an aqueous saturated solution of Na2S2O3(4 mL) and extraction with AcOEt (3 20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. To the crude iodide were added Cs2CO3(0.65 g, 2.0 mmol), Cu powder (13 mg, 0.20 mmol), the azole (1.5 mmol) and MeCN (5 mL) and the resulting mixture was heated under reflux for 24 h. Filtration over Celite, washing with AcOEt,removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Hedidi, Madani; Bentabed-Ababsa, Ghenia; Derdour, Aicha; Roisnel, Thierry; Dorcet, Vincent; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3498 – 3507;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1127-35-1,Benzo[b]thiophene-3(2H)-one 1,1-Dioxide,as a common compound, the synthetic route is as follows.

To a stirred solution of N-(phenylthio)-succinamide (20 mg, 0.10 mmol) in 3 mL of 3:1 methanol-HEPES buffer (50 mM HEPES, 100 mM NaCl and 1 mM EDTA) was added C (19 mg, 0.11 mmol) and the reaction stirred at 24 C for 4 h. The solid formed during the reaction was collected on a sintered glass funnel and washed with ice cold water (2 * 2 mL) to afford 7 as a white powder (17.5 mg, 91% yield) mp: 134-136 C Rf = 0.70 (30% ethyl acetate/hexanes). 1H NMR (CDCl3, 500 MHz) delta 7.95 (d, J = 7.5 Hz, 1H), delta 7.86-7.89 (m, 1H), delta 7.79 (d, J = 7.5 Hz, 1H), delta 7.71-7.74 (m, 1H), delta 7.65-7.67 (m, 4H), delta 7.38-7.42 (m, 2H), delta 7.38 (t, J = 7.5 Hz, 4H); 13C NMR (CDCl3, 125 MHz) delta 183.2, 142.8, 137.0, 136.7, 134.3, 131.0, 130.5, 128.9, 127.6, 125.4, 122.3, 82.9; IR (cm-1) 3056, 2982, 1724, 1328, 1270, 1160, 739, 702; HRMS (ESI-TOF, [M+H]+) m/z calcd for C20H15O3S3 399.0183, found 399.0169., 1127-35-1

As the paragraph descriping shows that 1127-35-1 is playing an increasingly important role.

Reference£º
Article; Parsons, Zachary D.; Ruddraraju, Kasi Viswanatharaju; Santo, Nicholas; Gates, Kent S.; Bioorganic and Medicinal Chemistry; vol. 24; 12; (2016); p. 2631 – 2640;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

Preparation 22 Preparation of 3-bromo-5-chlorobenzo[b]thiophene A solution of bromine (0.31 g, 1.95 mmol) in 1.0 ml glacial acetic acid was added to a stirred solution of 5-chlorobenzo[b]thiophene (0.300 g, 1.77 mmol)in glacial acetic acid (1.0 ml) under nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours, the volatiles removed under reduced pressure, the residue diluted in methylene chloride, washed with aq. sodium bicarbonate and with brine and dried over sodium sulfate. Evaporation gave 0.335 g (76%) of a tan solid. mp 85-86C., FDMS m/e=249 (M+2)., 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US5741789; (1998); 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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, Synthesis of methyl 4-aminobenzoate esters 5a-d and 11a-b The synthesis of 3-[(4-methoxycarbonylphenyl)aminomethyl]benzothiophene 5a will be used as an example for the synthesis of secondary amines 5a-d and 11 a-b. Benzothiophene-3- carbaldehyde 3a (406 mg, 2.5 mmol, 1 equiv) was dissolved in ethanol (15 mL) and to this solution were added glacial acetic acid (751 mg, 12.5 mmol, 5 equiv) and methyl 4- aminobenzoate (454 mg, 3 mmol, 1 .2 equiv). This reaction mixture was stirred for one hour at refluxing conditions after which it was cooled to 0C. Sodium cyanoborohydride (471 mg, 7.5 mmol, 3 equiv) was added and the reaction mixture was allowed to warm to room temperature. After one hour the mixture was poured in to brine (15 mL) and three times extracted with EtOAc (15 mL). The combined organic fraction was thereafter three times washed with brine (15 mL), dried (MgS04), filtered and evaporated under vacuum. Purification through recrystallization from ethanol yielded 3-[(4- methoxycarbonylphenyl)aminomethyl]-benzothiophene 5a (520 mg, 1 .75 mmol, 70%) as a white powder. For secondary amine 5b a solvent mixture of ethanol/CH2CI2(1 /1 ) was used as solvent for the reaction. 5a: 3-[(4-methoxycarbonylphenyl)aminomethyl]benzothiophene 70% as white powder; recrystallization from EtOH; m.p. 127C;1H-NMR (300 MHz, CDCI3): delta = 3.84 (s, 3H); 4.48 (s(broad), 1 H); 4.58 (d, J = 5.0 Hz, 2H); 6.62 (d, J = 8.8 Hz, 2H); 7.32 (s, 1 H); 7.35-7.43, 7.73-7.81 and 7.86-7.90 (3 m, 2H, 1 H and 3H);13C-NMR (75 MHz, CDCI3): delta = 42.2, 51 .7,1 1 1 .8, 1 19.0, 121 .7, 123.2, 124.1 , 124.4, 124.8, 131 .7, 132.8, 137.8, 141 .0, 151 .7 and 167.4; IR (cm”1): v = 3379 (N H); 1685 (C=0); MS (70 eV): m/z (%) = 296 (100) [M”- H]; HRMS (ESI)Anal. Calcd. for Ci7H14N02S 296.0751 [M”- H], Found 296.0760.

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

Reference£º
Patent; UNIVERSITEIT GENT; DE VREESE, Rob; D’HOOGHE, Matthias; (52 pag.)WO2016/110541; (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.130-03-0,Benzo[b]thiophen-3(2H)-one,as a common compound, the synthetic route is as follows.

To a 5 mL flame-dried microwave flask was added benzo[b]thiophen-3(2H)-one (0.24 mmol, 0.12 equiv) and 5-aryl-2-formylpyrrole (0.2 mmol, 0.1 equiv). The flask was capped with analuminume-PTFE crimp cap, sealed, and evacuated and backfilled with nitrogen three times. To the flask was then added anhydrous toluene (2 mL, 0.1M in aldehyde) and piperidine (10 mL, 0.1 mmol,0.5 equiv). The flask was transferred to a pre-warmed oil bath set to 111 C and stirred for 2 h. After 2 h the flask was removed from theoil bath and cooled to room temperature and then to 0 C in a water-ice bath. To the flask was added hexanes (5 mL) and the flask was allowed to sit for an addition 10-30 min. The mixture was the filtered, and the precipitate was then triturated with hexanes to until the filtrate ran clear to provide the pure product as a red, blue,or purple solid depending on the substrate., 130-03-0

As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (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

General procedure: General operating procedure: under N2 protection, 20 mL anhydrous tetrahydrofuran was added into the flask containing 2.5 mmol matrine. Then the flask was cooled in icy brine solution for 10-15 min. Next, 5 mmol LDA was added dropwise, following a reaction at room temperature for 30 min. After an icy-salt bath, 5 mmol aromatic aldehyde was added, following a reaction at room temperature for 3 h. Then, a certain amount of water was added for quenching. After the pH value was adjusted to 7-8 by 3N HCl, water of three fold volume was added. Subsequently, the solution obtained was extracted with CH2Cl2, and the extract was detected using thin-layer chromatography (TLC). The organic layer was dried with anhydrous Na2SO4, and concentrated into oily residues. By using ethyl acetate and CH2Cl2 (with the volume ratio of 1:3) as eluant, the residue was purified with silica-gel column chromatography. Finally, the products of 3a~3ac were obtained, with the yields of 32-67%., 5381-20-4

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

Reference£º
Article; Li, Zheng; Wu, Lichuan; Cai, Bin; Luo, Mengyang; Huang, Mengtian; Ur Rashid, Haroon; Yang, Yuwen; Jiang, Jun; Wang, Lisheng; Medicinal Chemistry Research; vol. 27; 8; (2018); p. 1941 – 1955;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

5-chloro-2-(4-hydroxy-1-(tert-butoxycarbonyl)piperidin-4-yl)benzothiophene A solution of 0.60 gm (3.56 mMol) 5-chlorobenzothiophene 1.55 mL in 20 mL freshly distilled tetrahydrofuran was cooled to -78 C. under a nitrogen atmosphere. To this was then added a solution of 2.94 mL (3.56 mMol) n-butyllithium and the reaction mixture was stirred at -78 C. for 1 hour. To the resulting anion solution was added dropwise a solution of 0.779 gm (3.91 mMol) 1-tert-butoxycarbonyl-4-piperidone and then the reaction mixture was allowed to warm to 0 C. The reaction mixture was then quenched with saturated aqueous sodium bicarbonate, diluted with 1:1 hexanes:diethyl ether and the phases separated. The organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to flash silica chromatography, eluding with toluene containing 10% ethyl acetate. Fractions shown to contain product were combined and concentrated under reduced pressure to give 1.09 gm of the desired compound as a colorless foam contaminated with 20% 1-tert-butoxycarbonyl-4-piperidone., 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US5846982; (1998); 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.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Carboxylic acid (2 mmol, 1 equiv.) and HATU (76 mg, 0.2 mmol, 1 equiv.) were dissolved in 1 mL DCE in a one dram vial charged with a stir bar. DIPEA (0.1 mL, 0.6 mmol, 3 equiv.) was added and the resulting solution was stirred at RT for 10 minutes. Amine (0.2 mmol, 1 equiv.) was added to the mixture. The reaction solution was heated to 45 C and stirred overnight. Upon completion the reaction mixture was condensed and loaded onto a 60g C-18 cartridge and purified over a gradient of 5-95% ACN:H20. The fractions containing product were identified by LC-MS and condensed in vauco to give the final product., 4521-30-6

4521-30-6 Benzo[b]thiophen-2-amine 12526004, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; CRESTONE, INC.; DAY, Joshua; GRAHAM, James; JARVIS, Thale; MCFADDIN, Elizabeth; OCHSNER, Urs; SUN, Xicheng; WONG, Christina; (61 pag.)WO2019/169158; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem