6,11-二氢二苯并[b,e]硫杂卓-11-酮合成路线 (共 23 条)
反应条件
1: 1) Mg / 1) ether, reflux; ether/benzene, reflux, 4 h 2: 91 percent / SOCl2 / CH2Cl2 / 3 h / Heating 3: 0.3 g / Potassium phthalimide / xylene / 10 h / Heating View Scheme
参考文献
Protiva; Sindelar; Valenta; et al.
Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 11 p. 3094 - 3113
反应条件
1: 1-dimethylamino-3-chloropropane With ethyl bromide; magnesium in diethyl ether 2 h; Heating / reflux; 2: 6,11-dihydro-dibenz[b,e]thiepin-11-one in diethyl ether; benzene 18 h; Heating / reflux;
参考文献
SOMAXON
Patent: WO2007/136743 A2, 2007 ;
Location in patent: Page/Page column 20-21 ;
反应条件
1: 1) Mg / in THF 2: 94 percent / HBr / acetic acid / 1 h / 15 °C 3: 80 percent / tetrahydrofuran; ethanol; H2O / 1.5 h / Ambient temperature 4: aq. KOH / ethanol / 3.5 h / Heating 5: 88 percent / 30percent H2O2 / acetic acid / 1 h / Ambient temperature View Scheme
参考文献
Ohishi; Hayashida; Mukai; Kimura; Nagahara
Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 4 p. 1066 - 1068
反应条件
1: 1) Mg / in THF 2: 94 percent / HBr / acetic acid / 1 h / 15 °C 3: 80 percent / tetrahydrofuran; ethanol; H2O / 1.5 h / Ambient temperature 4: aq. KOH / ethanol / 3.5 h / Heating 5: 97 percent / SOCl2 / benzene / 3 h / Heating 6: 64 percent / NH3 / CHCl3 / 1) 10 deg C, 1 h; 2) room temp., 3 h View Scheme
参考文献
Polivka, Zdenek; Licha, Irena; Taufmann, Petr; Svatek, Emil; Holubek, Jiri; Protiva, Miroslav
Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 6 p. 1566 - 1581
反应条件
lithium aluminium tetrahydride; aluminium trichloride in diethyl ether 1 h; Heating;
参考文献
Okada, Keiji; Tanaka, Masato
Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 23 p. 2704 - 2711
反应条件
1) 1h, 120 deg C; 2) 1 h, 160 deg C; 3) 10 h, 185-190 deg C;
参考文献
Valenta; Bartosova; Protiva
Collection of Czechoslovak Chemical Communications, 1980 , vol. 45, # 2 p. 517 - 528
反应条件
sodium hydride in tetrahydrofuran; dimethyl sulfoxide
参考文献
Polivka, Zdenek; Licha, Irena; Taufmann, Petr; Svatek, Emil; Holubek, Jiri; Protiva, Miroslav
Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 6 p. 1566 - 1581
反应条件
1: 1) Mg / in THF
2: 94 percent / HBr / acetic acid / 1 h / 15 °C
3: 80 percent / tetrahydrofuran; ethanol; H2O / 1.5 h / Ambient temperature
4: aq. KOH / ethanol / 3.5 h / Heating
View Scheme
参考文献
Ohishi; Hayashida; Mukai; Kimura; Nagahara
Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 4 p. 1066 - 1068
反应条件
sodium azide; sulfuric acid in dichloromethane
72 h; Ambient temperature;
参考文献
Daich, Abdelali; Decroix, Bernard
Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 8 p. 1881 - 1884
反应条件
magnesium
1) THF, 1 h, reflux; 2) THF, 10-15 deg C, 1.5 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
参考文献
Polivka; Holubek; Svatek; et al.
Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 5 p. 1078 - 1088