1,3,4,5-四氢-7-甲氧基-2H-1-苯并氮杂卓-2-酮合成路线 (共 12 条)
反应条件
sodium azide; sulfuric acid in dichloromethane
T=0 - 20°C; 3.5 h;
参考文献
Pfizer Products Inc.
Patent: EP1175417 B1, 2004 ;
Location in patent: Page 20 ;
反应条件
hydrogenchloride; sodium azide in water
T=0 - 50°C; Schmidt reaction;
参考文献
Crosby, Ian T.; Shin, James K.; Capuano, Ben
Australian Journal of Chemistry, 2010 , vol. 63, # 2 p. 211 - 226
反应条件
palladium diacetate; hydrogen; 1,4-di(diphenylphosphino)-butane in dichloromethane
T=100°C; P=31028.9 Torr; 48 h; Yield given. Yields of byproduct given;
参考文献
El Ali, Bassam; Okuro, Kazumi; Vasapollo, Giuseppe; Alper, Howard
Journal of the American Chemical Society, 1996 , vol. 118, # 18 p. 4264 - 4270
反应条件
phenylphosphoric acid dichloride in acetonitrile
T=20°C; Beckmann Rearrangement; 9 h;
参考文献
Kuo, Chun-Wei; Hsieh, Min-Tsang; Gao, Shijay; Shao, Yi-Ming; Yao, Ching-Fa; Shia, Kak-Shan
Molecules, 2012 , vol. 17, # 11 p. 13662 - 13672
反应条件
zinc(II) chloride in acetonitrile
T=90°C; Beckmann Rearrangement; 2 h; regioselective reaction;
参考文献
Piao, Feng-Yu; Xie, Yu-Zhong; Zhang, Wen-Bin; Zhang, Wei; Han, Rong-Bi
Synthetic Communications, 2013 , vol. 43, # 14 p. 1920 - 1930
反应条件
polyphosphoric acid
T=95°C; Beckmann rearrangement; 2 h;
参考文献
Crosby, Ian T.; Shin, James K.; Capuano, Ben
Australian Journal of Chemistry, 2010 , vol. 63, # 2 p. 211 - 226
反应条件
sodium hydroxide in ethanol
T=80 - 92°C;
参考文献
Zhang, Wen-Bin; Han, Rong-Bi; Zhang, Wei; Jiang, Ri-Shan; Piao, Feng-Yu
Medicinal Chemistry Research, 2012 , vol. 21, # 9 p. 2587 - 2594
反应条件
polyphosphoric acid in neat (no solvent)
T=110 - 120°C; Beckmann Rearrangement; 0.416667 h;
参考文献
Piao, Feng-Yu; Xie, Yu-Zhong; Zhang, Wen-Bin; Zhang, Wei; Han, Rong-Bi
Synthetic Communications, 2013 , vol. 43, # 14 p. 1920 - 1930
反应条件
1.1: oxalyl dichloride / benzene; dimethylformamide / 0.5 h / 20 °C
2.1: 1.01 g / NaHCO3 / CH2Cl2 / 2.5 h
3.1: iodobenzene bistrifluoroacetate / CH2Cl2 / 20 °C
3.2: 55 percent / BF3*Et2O / CH2Cl2
4.1: 50 percent / aq. KOH / dioxane / 6 h / 20 °C
5.1: 61 percent / aq. NaNO2 / acetic acid / 1 h / 20 °C
View Scheme
参考文献
Prata, Jose V.; Clemente, Dina-Telma S.; Prabhakar, Sundaresan; Lobo, Ana M.; Mourato, Isabel; Branco, Paula S.
Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 4 p. 513 - 528
反应条件
1.1: 1.01 g / NaHCO3 / CH2Cl2 / 2.5 h
2.1: iodobenzene bistrifluoroacetate / CH2Cl2 / 20 °C
2.2: 55 percent / BF3*Et2O / CH2Cl2
3.1: 50 percent / aq. KOH / dioxane / 6 h / 20 °C
4.1: 61 percent / aq. NaNO2 / acetic acid / 1 h / 20 °C
View Scheme
参考文献
Prata, Jose V.; Clemente, Dina-Telma S.; Prabhakar, Sundaresan; Lobo, Ana M.; Mourato, Isabel; Branco, Paula S.
Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 4 p. 513 - 528