4,5,6,7-四氢-4-苯并噻吩合成路线 （共 38 条）
反应条件
potassium hydroxide; hydrazine hydrate in diethylene glycol T=180°C; 8 h;
参考文献
European Journal of Medicinal Chemistry, , vol. 33, # 11 p. 867 - 877
反应条件
1: With bromine in tetrachloromethane; diethyl ether T=-10 - 20°C; 12.16 h; 2: With lithium carbonate; lithium bromide in N,N-dimethyl-formamide 3 h; Heating / reflux; 3: With hydrogenchloride in water T=0°C; pH=1;
参考文献
Kawakita, Youichi; Banno, Hiroshi; Ohashi, Tomohiro; Tamura, Toshiya; Yusa, Tadashi; Nakayama, Akiko; Miki, Hiroshi; Iwata, Hidehisa; Kamiguchi, Hidenori; Tanaka, Toshimasa; Habuka, Noriyuki; Sogabe, Satoshi; Ohta, Yoshikazu; Ishikawa, Tomoyasu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 8 p. 3975 - 3991
反应条件
1: 95 percent / 98percent N2H4, KOH / bis-(2-hydroxy-ethyl) ether / 8 h / 180 °C 2: 72 percent / Ce(SO4)2 / aq. acetic acid / 1) -15 deg C, 2 h, 2) r.t., 2 h View Scheme
参考文献
Cauquil-Caubere, Isoline; Kamenka, Jean-Marc
European Journal of Medicinal Chemistry, 1998 , vol. 33, # 11 p. 867 - 877
反应条件
iodine; oxygen; toluene-4-sulfonic acid in dimethyl sulfoxide T=75°C; P=760.051 Torr; 24 h;
参考文献
Zhao, Jinwu; Huang, Huawen; Wu, Wanqing; Chen, Huoji; Jiang, Huanfeng
Organic Letters, 2013 , vol. 15, # 11 p. 2604 - 2607
反应条件
methanol; potassium tert-butylate in dimethyl sulfoxide T=25°C; 36 h;
参考文献
SUNOVION PHARMACEUTICALS, INC.; PSYCHOGENICS INC.; SHAO, Liming; CAMPBELL, John, Emerson; HEWITT, Michael, Charles; CAMPBELL, Una; HANANIA, Taleen, G.
Patent: WO2011/69063 A2, 2011 ;
Location in patent: Page/Page column 80-81 ;
反应条件
potassium tert-butylate 1) DME, t-BuOH, 1,5 h, 2) DME, r.t., overnight; Yield given. Multistep reaction;
参考文献
Froehlich, Hannes; Gmeiner, Guenter; Sauter, Fritz
Journal fuer Praktische Chemie (Leipzig), 1990 , vol. 332, # 6 p. 995 - 1003
反应条件
1: 1) NaH / 1) THF, reflux, 15 min, 2) THF, reflux, 36 h 2: 88 percent / H2 / 10percent Pd on charcoal / toluene / 24 h View Scheme
参考文献
Clark; Irvine; Sarkar
Canadian Journal of Chemistry, 1991 , vol. 69, # 6 p. 1011 - 1016
反应条件
1: 88percent KOH, 85percent aq. hydrazine hydrate / ethane-1,2-diol / 1 h / Heating 2: ClSO3H / CHCl3 / 0.5 h / 0 °C View Scheme
参考文献
Mohamadi; Spees; Grindey
Journal of Medicinal Chemistry, 1992 , vol. 35, # 16 p. 3012 - 3016
反应条件
hydroxylamine hydrochloride; sodium acetate in ethanol Condensation;
参考文献
Albright, J. Donald; Santos, Efren G. Delos; Dusza, John P.; Chan, Peter S.; Coupet, Joseph; Ru, Xun; Mazandarani
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 8 p. 695 - 698
反应条件
hydroxylamine hydrochloride; sodium acetate in ethanol; water
参考文献
Merck and Co., Inc.
Patent: US5606054 A1, 1997 ;
