Category: benzothiophene

4521-30-6, Benzo[b]thiophen-2-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10.0 g (76.9 mmol) of 2-aminobenzothiol, 12.8 g (69.4 mol) of 4-bromobenzaldehyde and 130 mL of ethanol were added thereto, followed by stirring at room temperature for 6 hours. The reaction mixture was concentrated under reduced pressure and dried to obtain Crude Intermediate (11). The intermediate (11) was dissolved in 320 mL of dichloromethane and then stirred at room temperature with 2,3-dichloro-5,6-dicyano-p-benzoquinone (2,3-Dichloro-5,6-dicyano-p- 19.9 g (0.09 mol) of benzo-quinone, DDQ) was added slowly. After stirring overnight, the residue was purified by column chromatography to obtain 26.6 g (yield: 90.2%) of a white solid compound (intermediate (12))., 4521-30-6

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

Reference£º
Patent; Raepto Co., Ltd.; Oh Yu-jin; Han Gap-jong; Seok Mun-gi; Go Byeong-su; Im Cheol-su; Park Yong-pil; (34 pag.)KR102060645; (2019); B1;,
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95-15-8,95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a cold (-78 C) solution of 50 (16.6 g, 124 mmol) in THF (200 mL) was added n-BuLi (1.60 M in hexane; 78.5 mL, 124 mmol) and the mixture was stirred at -78 C for 1.5 h. To the reaction mixture was added a solution of 64 (29.0 g, 118 mmol) in THF (300 mL) and the mixture was stirred at -78 C for 2 h. To the reaction mixture was added H2O and Et2O and the organic layer was separated, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified by column chromatography on silica gel (EtOAc-hexane) to give alcohol as a pale yellow oil. To a cold (-20 C) solution of this oil (43.3 g, 114 mmol) in CH2Cl2 (800 mL) was added Et3SiH (36.5 mL, 229 mmol) and BF3¡¤OEt2 (15.2 mL, 120 mmol) and the mixture was stirred at -20 C for 30 min. To the reaction mixture was added saturated aqueous sodium bicarbonate solution and the organic layer was separated, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified by column chromatography on silica gel (EtOAc-hexane) to give the title compound (66) (35.6 g, 86%) as a pale yellow oil.

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

Reference£º
Article; Imamura, Masakazu; Nakanishi, Keita; Suzuki, Takayuki; Ikegai, Kazuhiro; Shiraki, Ryota; Ogiyama, Takashi; Murakami, Takeshi; Kurosaki, Eiji; Noda, Atsushi; Kobayashi, Yoshinori; Yokota, Masayuki; Koide, Tomokazu; Kosakai, Kazuhiro; Ohkura, Yasufumi; Takeuchi, Makoto; Tomiyama, Hiroshi; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3263 – 3279;,
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5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.1 H NMR (400 MHz, CDCl 3 ): delta = 10.75 (s, 1 H), 8.68 (d, J = 8.1 Hz, 1 H),7.76 (d, J = 8.0 Hz, 1 H), 7.47-7.43 (m, 1 H), 7.38-7.34 (m, 1 H), 1.66 (s,9 H).13 C NMR (101 MHz, CDCl 3 ): delta = 185.9, 172.5, 138.7, 135.6, 129.4,125.9, 125.0, 124.8, 121.3, 36.6, 33.3.HRMS (ESI): m/z calcd for C 13 H 15 OS + [M + H] + : 219.0838; found:219.0839., 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

To a pre-dried flask equipped with a condenser is added magnesium (568 mg, 23.4 mmol) and Et20 (5 mL). To this is ADDED-1/10 OF a solution of iodomethane (1.66 g, 11.7 mmol) and 5-bromo-benzo [b] thiophene (500 mg, 2.34 mmol) in Et20 (8 mL). After adding 2-3 crystals of iodine, the reaction mixture is heated to reflux using a hot water bath. After a few minutes the iodine coloration fades and another portion (-0. 5 mL) of the IODOMETHANE/5-BROMO-BENZO [b] thiophene solution is added. The water bath is removed and further additions (-0. 5 mL) are added such that reflux is sustained. After complete addition, reflux is maintained for 30 min using a hot water bath. The Grignard solution is then cooled TO 0 C and 3-pentanone (1.20 g, 14.0 mmol) is added dropwise. After 30 min, the ice is removed and the reaction mixture is stirred for 2 h. After cooling to 0 C9 the reaction is quenched with H20 (10 mL) and saturated aqueous NH4C1 (15 mL) and is diluted with Et2O (100 mL). The organic layer is washed with brine (35 ML) dried (MGS04), FILTERED and concentrated. The reaction residue is subjected to flash chromatography (silica gel, 90: 10 petroleum ETHER/ET2O) to afford impure sub-title compound (-500 mg). Most of the impurity is removed under high vacuum (-2 d) to yield slightly impure sub-title compound (323 MG, 62#x0025;). RF 0. 43 (4: 1 Hex/EtOAc). 1H NMR (300 MHZ, CDCL3) # 0.77 (T, J = 7.4 HZ, 6H), 1.70 (S, 1H), 1.80-1.98 (SYM M, 4H), 7.32 (d, J= 5.4 Hz, 1H), 7.34 (dd, J= 1. 6,8. 5 Hz, 1H), 7.42 (d, J= 5.4 Hz, 1H), 7.82 (d, J=8. 5HZ, LH), 7.87 (d, J=1. 6 HZ, 1H).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/67529; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34761-09-6,Ethyl 3-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A 100 mL RBF was charged with ethyl 3-aminobenzo[b]thiophene-2-carboxylate (17.7 g, 80 mmol), treated with formamide (60.6 mL, 1520 mmol) and heated to 190 C. for 2 hrs. Precipitate formed upon cooling. The solid precipitate was collected by filtration and washed with ether, then recrystallized from ethanol/tetrahydrofuran. Benzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one (9.9 g, 61% yield) was obtained., 34761-09-6

34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Universal Display Corporation; Joseph, Scott; Kwang, Raymond; Lee, Chi Hang; Shia, Chuan Jun; Ram, SiV Cheung; (131 pag.)KR2015/9461; (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.17402-83-4,Benzo[b]thiophen-4-amine,as a common compound, the synthetic route is as follows.

(Step 1) Diisopropylethylamine (0.10 ml) was added to a solution of ethyl 5-chloro-3-(methylthio)-1,2,4-triazine-6-carboxylate (70 mg) and benzo[b]thiophen-4-amine (70 mg) in THF (1 ml), and the reaction solution was stirred at room temperature for 35 minutes. The solvent was evaporated under vacuum, and then the resultant residue was purified by column chromatography on silica gel (developing solvent: hexane/ethyl acetate) to obtain ethyl 5-(benzo[b]thiophen-4-ylamino)-3-(methylthio)-1,2,4-triazine-6-carboxylate as a white solid.

17402-83-4, The synthetic route of 17402-83-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Taiho Pharmaceutical Co., Ltd.; SAKAMOTO, Toshihiro; MITA, Takashi; SHIBATA, Kazuaki; OGINO, Yoshio; KOMATANI, Hideya; EP2762476; (2014); A1;,
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89673-36-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.89673-36-9,tert-Butyl benzo[b]thiophen-2-ylcarbamate,as a common compound, the synthetic route is as follows.

A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91%). HPLC-MS tR=1.5 Min(UV254 nm). Mass calculated for formula C8H7NS, M+149.21, observed LC/MS m/z 150.40 (M+H).

89673-36-9 tert-Butyl benzo[b]thiophen-2-ylcarbamate 13182766, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Schering Corporation; US2007/105864; (2007); A1;,
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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.

Compound 6 (255 mg, 1.062 mmol) and compound 7 (200 mg, 0.965 mmol) were dissolved indimethylformamide (3.22 mL). 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (222 mg, 1.158mmol) was added to the reaction mixture, followed by 4-dimethylaminopyridine (118 mg, 0.965mmol) and the reaction was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and was washed with saturated ammonium chloride, brine, dried oversodium sulfate, filtered and concentrated. The crude product was purified by silica gelchromatography (0% to 40% ethyl acetate/hexanes) to obtain compound 7 as an orange-white solid(300 mg, 0.699 mmol, 72% yield).

20699-85-8, The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Reid, Emily E.; Archer, Katie E.; Shizuka, Manami; McShea, Molly A.; Maloney, Erin K.; Ab, Olga; Lanieri, Leanne; Wilhelm, Alan; Ponte, Jose F.; Yoder, Nicholas C.; Chari, Ravi V.J.; Miller, Michael L.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 17; (2019); p. 2455 – 2458;,
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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.

Example 4: Synthesis o -(benzothiophen-2-yl)-2-hydroxyethylsulfamide[0097] 2-Amino-l-benzo[b]thiophen-2-yl-ethanol hydrochloride salt. To a stirring solution of benzo[b]thiophene-2-carbaldehyde (1.0 g, 6.16 mmol) and trimethylsilyl cyanide (0.92 mL, 6.78 mmol) in dichloromethane (8 mL) at room temperature under nitrogen was added a few crystals of zinc iodide. The mixture was stirred at this temperature for 20 hours and concentrated. The residue was dissolved in borane in tetrahydrofuran (1M, 13.6 mL) and heated to reflux for 5 hours. The mixture was cooled to room temperature and concentrated. The syrup was dissolved in methanol (25 mL), treated with hydrogen chloride (4M in dioxane, 6.8 mL), and heated to reflux for 2 hours, and then concentrated. The solid obtained was dissolved in hydrochloric acid (2N, 10 mL) and extracted twice with diethyl ether. The aqueous solution was concentrated, crystallized from methanol/ether, and dried in vacuum oven to give a yellow (770 mg,54%)., 3541-37-5

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

Reference£º
Patent; ADVANCED NEURAL DYNAMICS, INC.; FOX CHASE CHEMICAL DIVERSITY CENTER, INC.; SMITH, Garry, Robert; BRENNEMAN, Douglas, Eric; REITZ, Allen, B.; DU, Yanming; WO2011/97337; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.310466-38-7,4-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

General procedure: A solution of 2,6-difluorobenzaldehyde 7 (1.0g, 7.0mmol) and potassium carbonate (1.45g, 10.5mmol) in DMF (25mL) at 0C was added slowly with methyl thioglycolate (0.7mL, 7.7mmol) and the mixture was stirred at the same temperature for 30min. The reaction mixture was stirred at room temperature for 14h and then at 60C for 6h. Solvent was removed and the resulting residue was diluted with ethyl acetate (60mL) followed by washed with water (20mL). The organic layer was dried over Na2SO4, filtered, and concentrated to obtain a crude compound. The above crude compound (500mg, 2.38mmol) and potassium hydroxide (400mg, 7.14mmol) were taken into a mixture of EtOH/ water (12/2mL) and heated to reflux for 2h. The reaction mixture was cooled to room temperature and concentrated. The resulting residue was diluted with water (20mL), acidified with 6N HCl and extracted with ethyl acetate (60mL). The organic layer was dried over Na2SO4, filtered, and concentrated to afford colorless crystals. The resulting colorless crystals (1.0g, 5.1mmol) were mixed together with powdered copper (97mg, 1.53mmol) in quinoline (10mL) and heated at 185C for 2h. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (60mL) and 2N HCl (20mL). The mixture was filtered and washed with ethyl acetate (50mL). The organic layer was dried over Na2SO4, filtered, and concentrated. The resulting crude product was purified by column chromatography using hexane to give colorless oil. To a solution of the above compound (1.0g, 6.57mmol) in dry THF (13mL) was added a 1.6M solution of n-BuLi in hexane (4.2mL, 6.57mmol) drop wise at-78C. The reaction mixture was stirred at same temperature for 30min and was added tri-n-butyltin chloride (1.79mL, 6.57mmol). The resulting solution was stirred for 1h at-78C and then at room temperature for another 1h. The reaction mixture was concentrated under reduced pressure and the resulting residue was diluted with ethyl acetate (60mL), washed with aqueous KF (2¡Á20mL) and with water (2¡Á20mL). The combined organic layers ware dried over MgSO4 and concentrated to obtain a crude product. A solution of the above crude compound (1.0g, 2.27mmol) and 2-bromopyridine (360mg, 2.27mmol) in toluene (22mL) was added with Pd(PPh3)4 (131mg, 0.114mmol). The reaction mixture was degassed thoroughly with nitrogen and stirred at 110C for 8h. After cooling to room temperature, the mixture was concentrated under reduced pressure. The obtained crude product was diluted with ethyl acetate, filtered through Celite, and washed with aqueous KF (2¡Á15mL) followed by brine (15mL) and water (15mL). The organic layer was dried over MgSO4, filtered, and concentrated to afford a crude product which was purified by column chromatography using ethyl acetate/hexane (1:9) to afford the pure compound 8 as a white solid (260mg 40%).

310466-38-7, The synthetic route of 310466-38-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Chung-Yen; Su, Chaochin; Wang, Hsiou-Hsuan; Kumaresan, Prabakaran; Hsu, Chia-Hsuan; Lee, I-Ting; Chang, Wei-Chun; Tingare, Yogesh S.; Li, Ting-Yu; Lin, Chia-Feng; Li, Wen-Ren; Dyes and Pigments; vol. 100; 1; (2014); p. 57 – 65;,
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