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.

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;,
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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);,
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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;,
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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;,
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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;,
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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.

EXAMPLE 167 (2-Benzo[b]thiophen-3-yl-cyclopropylmethyl)-dimethyl-amine Diethyl (N-methoxy-N-methylcarbamoylmethyl)phosphonate (6.13 g, 25.6 mmol) was added dropwise via syringe to a stirred suspension of sodium hydride (1.02 g, 25.6 mmol) in anhydrous THF (75 ml) at 0 C. The reaction was warmed to room temperature and was stirred for 1 h. After cooling to 0 C., benzo[b]thiophene-3-carbaldehyde (3.78 g, 23.3 mmol) was added. The resulting mixture was stirred at room temperature for 1 hr. The reaction was quenched with 100 mL aqueous HCl (0.1 N) and extracted with ethyl acetate (250 ml). The combined organic layers were washed with brine (50 ml) and dried over anhydrous magnesium sulfate. The filtrate was concentrated in vacuo and triturated with hexane to give (E)-3-benzo[b]thiophen-3-yl-N-methoxy-N-methyl-acrylamide (5.38 g, 93%) as a yellow solid. 1H NMR (500 MHz, CDCl3) 8.06-8.01 (2 H, 2 superimposed d, J=8.24, 15.87 Hz), 7.89 (1 H, d, J=7.94 Hz), 7.78 (1 H, s), 7.47 (1 H, t, J=7.93 Hz), 7.41 (1 H, t, J=8.24 Hz), 7.13 (1 H, d, J=15.87 Hz), 3.79 (3 H, s), 3.34 (3 H, s); MS m/e 248.07 (M+H)+., 5381-20-4

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

Reference£º
Patent; Mattson, Ronald J.; Denhart, Derek John; Deskus, Jeffrey A.; Ditta, Jonathan L.; Marcin, Lawrence R.; Epperson, James R.; Catt, John D.; King, Dalton; Higgins, Mendi A.; US2003/73849; (2003); A1;,
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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

Under inert conditions benzo[b]thiophene (7.00 g, 51.1 mmol,1.00 equiv) was dissolved in dry THF and stirred for 30 min at-78 C. n-BuLi (26.6 mL, 2.5 M in hexane, 66.5 mmol, 1.30equiv) was added slowly, and the mixture was stirred for 30min. MeI (4.90 mL, 11.2 g, 78.9 mmol, 1.54 equiv) was addedover 15 min. The reaction was stirred for 20 min at -78 C, for 3h at r.t., quenched with water (100 mL), and extracted withEtOAc (4 ¡Á 50 mL). The organic layer was dried over Na2SO4, andthe solvents were removed in vacuo. After purification by flashchromatography (silica, hexane), 5 could be obtained as acolourless solid in 97% yield (7.26 g, 49.0 mmol). TLC (SiO2, hexane):Rf = 0.54. 1H NMR (400 MHz, DMSO-d6): delta = 7.85 (dp, J =7.8, 0.7 Hz, 1 H), 7.74-7.64 (m, 1 H), 7.35-7.21 (m, 2 H), 7.12 (p,J = 1.2 Hz, 1 H), 2.56 (d, J = 1.2 Hz, 3 H) ppm. 13C NMR (101 MHz,DMSO-d6): delta = 140.57, 140.09, 138.88, 124.19, 123.46, 122.57,122.05, 121.78, 15.74 ppm. MS (EI): m/z [M]+ calcd for C9H8S:148.0342; found: 148.0341.

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

Reference£º
Article; Hofsaebeta, Robert; Rombach, David; Wagenknecht, Hans-Achim; Synlett; vol. 28; 12; (2017); p. 1422 – 1426;,
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Benzothiophene | C8H6S – PubChem

6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6314-28-9, To a 100-mL round-bottom flask was placed a solution of 1-benzothiophene-2-carboxylic acid (1.0 g,5.61 mmol)in DCM (30 mL) followed by the dropwise addition of oxalyl chloride (1.426 g,11.23 mmol) with stirring at 0C. To the solution was added DMF (0.01 mL) then the reaction was stirred for 1H at a The solvent was removed under reduced pressure affording 1.1 g of 1-benzothiophene-2-carbonyl chloride as a yellow solid.

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.26018-73-5,6-Chlorobenzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.,26018-73-5

To a solution of 6-chlorobenzothiophene-2-carboxylic acid Xl-9b (1.00 g, 4.70 mmol) inDMA (5 ml) was added DBU (2.86 g, 18.8 mmol) and reaction mixture was heated in10 microwave at 200C for 1 h. Progress of the reaction was monitored by TLC. Aftercompletion, the reaction mixture was diluted with H20 (30 ml) and extracted with EtOAc(3 x 20 ml). The organic layer was separated, dried over anhydrous Na2S04 andconcentrated under vacuum to afford 6-chlorobenzothiophene Xl-9 (0.51 g) as an offwhitesolid.15 This compound was used as such for the next reaction without further purification.20Yield: 65%1H NMR (400 MHz, DMSO-d5) o 7.41 (dd, J=8.56, 1.71 Hz, 1 H) 7.47 (d, J=5.38 Hz, 1 H)7.80 (d, J=5.38 Hz, 1 H) 7.89 (d, J=8.80 Hz, 1 H) 8.17 (d, J=0.98 Hz, 1 H).

As the paragraph descriping shows that 26018-73-5 is playing an increasingly important role.

Reference£º
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
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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.

EXAMPLE 31 1′-[3-(Benzo[b]thiophen-3-ylthio)-1-propyl]spiro[isobenzofuran-1(3H),4′-piperidine], maleate,31a. A solution of benzo[b]thiophen-3-one (20 g), 3-mercaptopropionic acid (25 ml), 2N hydrochloric acid (3 ml) in xylene (80 ml) was refluxed for 18 h. Water (100 ml) and ether (300 ml) were added and the phases separated. The ether phase was extracted with 150 ml 2N NaOH followed by acidification of the alkaline phase with conc. hydrochloric acid. Extraction with ether, drying of the ether phase over magnesium sulfate and removal of solvent gave 15.6 g of a viscous oil, 3-(benzo[b]thiophen-3-ylthio)-propionic acid., 130-03-0

130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Lundbeck; H.; US5665725; (1997); A;,
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Benzothiophene | C8H6S – PubChem