Day: September 10, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Following the typical procedure for 3a using 2b (178 mg, 1 mmol) and 4-hydroxy-4-methylhex-2-ynenitrile (1b, 148 mg, 1.2 mmol) in MeCN (5 mL), and Et3N (101 mg, 1 mmol) with microwave irradiation at 100 C for 7 h (or was stirred at 20 – 25 C for 29 d, or at 40 – 45 C for 2.5 d). The residue was concentrated to give solid matter (280 mg) containing the furan-3(2H)-one 3e and traces of carboxylic acid 2b (1H NMR). The mixture was dissolved in Et2O (30 mL) and washed with ~0.2% NaHCO3 solution (7 ¡Á 1 mL), then it was washed with small amount of H2O (neutral reaction on litmus paper). The organic solution was dried (MgSO4) and concentrated to give 3e as a yellow powder; yield: 221 mg (78 %), or 120 mg (42 %,at 20 – 25 C), or 60 mg (21 %, at 40 – 45 C); mp 131-132 C. IR (KBr): 3083, 3065 (C=CH), 2973, 2940 (CH), 2223 (CN), 1699(C), 1564, 1515 (C=C), 1462, 1452, 1434, 1416, 1382, 1337,1324, 1315, 1288, 1257, 1246, 1201, 1187, 1140, 1125, 1116, 1067,1057, 1033, 1014, 1001, 963, 949, 897, 867, 844, 769, 757, 749,722, 715, 674, 649, 617, 546, 533, 455, 445 cm-1. 1H NMR (400.1 MHz, CDCl3): delta = 0.92 (t, J = 7.5 Hz, 3 H, CH2CH3), 1.54 (s, 3 H, CH3), 1.96 (m, 2 H, CH2CH3), 7.49 (m, 1 H, H6?), 7.55 (m, 1 H, H5?), 7.93 (d, J = 8.0 Hz, 1 H, H7?), 7.98 (d, J =8.0 Hz, 1 H, H4?), 8.57 (s, 1 H, H3?). 13C NMR (100.6 MHz, CDCl3): delta = 7.3 (CH2CH3), 21.5 (CH3), 30.1 (CH2CH3), 88.0 (C5), 94.8 (C3), 112.3 (CN), 122.7 (C7?), 125.8 (C6?), 126.3 (C5?), 128.7 (C4?), 128.8 (C2?), 132.7 (C3?), 138.6 (C3a), 142.6 (C7a), 181.4 (C2), 198.7 (C4). MS (EI): m/z (%) = 285 (13) [M]+1, 283 (43) [M]+, 256 (14), 255(82), 183 (100), 161 (25), 139 (39), 133 (19), 89 (16). Anal. Calcd for C16H13NO2S (283.34): C, 67.82; H, 4.62; N, 4.94; S, 11.32. Found: C, 67.53; H, 4.72; N, 5.02; S, 11.53., 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Article; Mal’Kina, Anastasiya G.; Volostnykh, Olga G.; Stepanov, Anton V.; Ushakov, Igor A.; Petrushenko, Konstantin B.; Trofimov, Boris A.; Synthesis; vol. 45; 24; (2013); p. 3435 – 3441;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

16587-47-6, 6-Methylbenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate M10-2-1 is n- butyl degradation via the acid and then reacted with the lithium salt obtained following Triisopropyl borate Remove the hydrogen by using the lithium borateM10-2-2 to obtain 3-bromo-ethyl carbazole and -N-Suzuki coupling of intermediate M10-2-3 get through the coupling reaction to obtain the intermediate M10-2 after the NBS bromination., 16587-47-6

As the paragraph descriping shows that 16587-47-6 is playing an increasingly important role.

Reference£º
Patent; Kunshan visionox Display Company Limited; Beijing Dingchai Technology Company Limited; Beijing visionox Technology Company Limited; Tsinghua University; Chiu, Yong; Pan, Hong Tao; Wang, Sing; Duan, Leanne; Run, Syueien; (77 pag.)KR2015/65184; (2015); 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 1; 2-Benzo[]thiophen-7-yl-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane; Combine 7-bromo-benzo[?]thiophene (426 mg, 2 mmol), bis(pinacolato)diboron (756 mg, 3 mmol), [l,l ‘-bis(diphenylphosphino)ferrocene]dichloropalladium (II), complex with dichloromethane (1 : 1) (81 mg, 0.1 mmol), potassium acetate (294 mg, 3 mmol) in dimethyl sulfoxide (DMSO) (10 mL) in a flask. Bubble nitrogen through the mixture for 5 min. Seal the flask and put it into an oil bath and heat at 100 0C for 4 hours. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry the organic solution over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (hexane to 20 % ethyl acetate in hexane) to afford the title compound (342 mg, 66 %) as a colorless solid. MS (ES) m/z 261 [M+ 1]+., 1423-61-6

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

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); 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.1127-35-1,Benzo[b]thiophene-3(2H)-one 1,1-Dioxide,as a common compound, the synthetic route is as follows.

General procedure: Pd(OAc)2 (0.025 mmol, 5.6 mg), PCy¡¤HBF4 (0.05 mmol,18.5 mg), 1a (0.25 mmol, 45.5 mg), and KOtBu (0.75 mmol,84 mg) were added to a Schlenk 8ask. And the mixture wasdissolved in 1 mL of toluene under a nitrogen atmosphere.*e reaction mixture was stirred at 110C for 24 h. *en,ethyl acetate was used to dissolve the mixtupe as much aspossible (except for inorganic salt). Celatom was used to;lter undissolved substance. After this, the solvent wasevaporated under vacuum and the mixture was analyzed byGC or puri;ed by column chromatography on silica gel(petpoleum ethep: ethyl aceta3te:1) to a5ord product 1cas a pale yellow solid.

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

Reference£º
Article; Liu, Hailong; Li, Wenjing; Fu, Haiyan; Chen, Hua; Li, Ruixiang; Li, Yu; Journal of Chemistry; vol. 2019; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

a 2-Bromobenzothiophene 94.0 g (0.7 mol) of benzothiophene in 940 ml of absolute diethyl ether are initially taken at 20-30 C., and 332 g (0.77 mol) of a 15% strength solution of n-butyllithium in n-hexane are added dropwise in the course of 2 hours. After one hour, 127 g (0.799 mol) of bromine are added dropwise, also at 0 C., and stirring is continued for 2 hours. After working up was carried out in a conventional manner, 2-bromobenzothiophene is distilled off, finally at 1-1.2 mmHg and 84-86 C. Yield: 240 g (76%).

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

Reference£º
Patent; BASF Aktiengesellschaft; US5110829; (1992); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

General procedure: 2′-Hydroxyacetophenone (1 mmol) and substituted aromatic aldehyde (1 mmol) were mixed together along with pyrrolidine (0.5 mmol) and iodine (0.05 mmol) in DMSO solvent (10 mL). The resulting mixture was then heated at 150 C for the given time. After completion of reaction (monitored by TLC) the reaction mass was allowed to cool and diluted with ethyl acetate (20 mL). Resulting solution was then washed with water and saturated sodium thiosulfate solution followed by drying over anhydrous sodium sulfate and concentrating under reduced pressure to furnish the crude product. The residue obtained was purified by column chromatography using petroleum ether-ethyl acetate as an eluent to afford flavones (3a-r).

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

Reference£º
Article; Naik, Mayuri M.; Tilve, Santosh G.; Kamat, Vijayendra P.; Tetrahedron Letters; vol. 55; 22; (2014); p. 3340 – 3343;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-25-9, 1-Benzothiophene-3-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The starting aryl carboxylic acid (1.0 equiv) was added as a 0.5 M solution in dry CH2Cl2 to a dry round-bottom flask charged with a stir bar under nitrogen atmosphere. The solution was then cooled to 0C. Catalytic DMF (few drops to 1mL) was then added. Oxalyl chloride (1.2 equiv) was added over 1min with stirring at 0C using a needle to vent into a balloon. After 15min, the reaction was allowed to warm to room temperature with continued stirring. Upon completion, the reaction was concentrated under reduced pressure; the generated acid chloride was re-dissolved in dry THF to make a 1M solution, and the solution was added slowly to the prepared enolate at-78C. The enolate was prepared by first adding MeOAc (1.05 equiv) to a dry flask charged with a stir bar under nitrogen. The flask was cooled down to-78C to which LHMDS (1M in THF, 2.10 equiv) was added dropwise and stirred for 45minat-78C. The reaction was monitored by TLC until complete conversion of the acid chloride was observed. Upon completion, the reaction was quenched with NH4Cl (aq) at-78C, extracted with EtOAc three times, dried over Na2SO4, and filtered through a celite plug. The combined organic layers were concentrated under reduced pressure and purified by flash chromatography on silica gel using EtOAc/Hexanes as the mobile phase., 5381-25-9

Big data shows that 5381-25-9 is playing an increasingly important role.

Reference£º
Article; Martin, M. Cynthia; Sandridge, Matthew J.; Williams, Corey W.; Francis, Zola A.; France, Stefan; Tetrahedron; vol. 73; 29; (2017); p. 4093 – 4108;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 3-chloro-2-methylbenzenesulphonyl chloride (46 mg, 0.20 mmol) in dichloromethane (2 mL) was added pyridine (40 muL, 0.48 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-benzo [b] thiophene-2-carboxylic acid methyl ester (40 mg, 0.19 mmol) was added. The resulting mixture was stirred for 2 h at room temperature, then saturated NaHCO3 solution (6 mL) was added and the mixture was extracted into ethyl acetate (12 mL). The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a pale yellow solid (65 mg, 85%), single spot at Rf 0.52 (2: 1 hexane: ethyl acetate). mp 173.6-174. 2C, HPLC purity 99% (tR 2.13 min in 10% water- acetonitrile).’H NMR (CDCI3) : 5 7.91 (1H, s), 7.88 (1H, d, J=7.9 Hz), 7.70 (1H, d, J=8.7 Hz), 7.55-7. 52 (2H, m), 7.18 (1H, t, J=8.0 Hz), 7.12 (1H, dd, J=8.7, 2.2 Hz), 6.98 (1H, s, N-H), 3.92 (3H, s), 2.73 (3H, s). LCMS: 394.12 (M-). FAB-MS (MH+, C17H14CINO4S2) calcd 395.0053, found 395.0045., 20699-85-8

Big data shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

310466-38-7, 4-Fluorobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme IA, step A: To a solution of 4- and 6-fluorobenzo[b]thiophene (1.70 g, 11.2 mmol) in dry THF (50 mL) at -78 C. was added 1.6 M n-BuLi in hexanes (9.08 mL, 14.5 mmol). The solution was stirred at -78 C. for 35 min. N-t-Butoxycarbonyl-4-piperidone (2.67 g, 15.6 mmol) dissolved in THF (10 mL) was added via a cannula at -78 C. The reaction mixture was kept at -78 C. for 1.5 h then allowed to warm to room temperature. The reaction was then quenched with 150 mL of saturated aqueous NH4Cl solution. The mixture was extracted (3¡Á300 mL) with EtOAc. The combined organic layers were dried over MgSO4 and filtered. The filtrate was concentrated and purified by medium pressure chromatography (silica gel, 20% EtOAc/hexanes) to give the intermediate title compound as a white foam (2.24 g, 57%). mp 48-51 C. IR (CHCl3) 3350 (br), 1682,1250 cm-1. Ion Spray MS 352 (M+H)+; 234 (M-(BOC+H2O)+; 278 (M-73)+ (base peak); 410 (M+CH3COO-)-.

310466-38-7, As the paragraph descriping shows that 310466-38-7 is playing an increasingly important role.

Reference£º
Patent; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2003/232833; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

24434-84-2, Benzo[b]thiophene-3-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a two-necked flask equipped with a reflux condenser were placed RhH(PPh3)4 (4 mol%, 11.5 mg), 1,2-bis(diphenylphosphino)ethane (8 mol%, 8.0 mg), 1,3-benzothiazole 5 (0.25 mmol, 27.3 mL), and (alpha-phenylthio)isobutyrophenone 6 (0.25 mmol, 64.0 mg) in chlorobenzene (0.25 mL) under an argon atmosphere, and the solution was heated at reflux for 3 h. The mixture was purified by flash column chromatography on silica gel giving 7 (55.8 mg, 92%) and isobutyrophenone 8 (34.3 mg, 93%) with the recovery of 5 (3.5 mg, 10%) and 6 (0.8 mg, 1%)., 24434-84-2

The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arisawa, Mieko; Toriyama, Fumihiko; Yamaguchi, Masahiko; Tetrahedron Letters; vol. 52; 18; (2011); p. 2344 – 2347;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem