4-氯-3-羟基邻氨基苯甲酸合成路线 （共 8 条）
反应条件
hydrogen; Ra-Ni in methanol
参考文献
Plekhanova, N. G.; Glibin, E. N.; Ginzburg, O. F.
Journal of Organic Chemistry USSR (English Translation), 1987 , vol. 23, # 5 p. 993 - 999
Zhurnal Organicheskoi Khimii, 1987 , vol. 23, # 5 p. 1100 - 1107
反应条件
hydrogen bromide 18 h; Heating;
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
反应条件
1: 87 percent / sodium carbonate / acetone / 24 h / Heating 2: 65 percent / KMnO4 / H2O / 3 h / Heating 3: SOCl2 / benzene / 1 h / Heating 4: 2.) SOCl2 / 1.) CH2Cl2, RT, overnight, 2.) Et2O, RT, 1 h 5: 1.) 1.6N n-butyllithium, 2.) p-toluenesulfonylazide / 1.) ether, hexane, -40 deg C, 45 min, 2.) -40 deg C, 4 h 6: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 7: 52 percent / 48percent HBr / 18 h / Heating View Scheme
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
反应条件
1: SOCl2 / benzene / 1 h / Heating 2: 2.) SOCl2 / 1.) CH2Cl2, RT, overnight, 2.) Et2O, RT, 1 h 3: 1.) 1.6N n-butyllithium, 2.) p-toluenesulfonylazide / 1.) ether, hexane, -40 deg C, 45 min, 2.) -40 deg C, 4 h 4: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 5: 52 percent / 48percent HBr / 18 h / Heating View Scheme
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
反应条件
1: 65 percent / KMnO4 / H2O / 3 h / Heating 2: SOCl2 / benzene / 1 h / Heating 3: 2.) SOCl2 / 1.) CH2Cl2, RT, overnight, 2.) Et2O, RT, 1 h 4: 1.) 1.6N n-butyllithium, 2.) p-toluenesulfonylazide / 1.) ether, hexane, -40 deg C, 45 min, 2.) -40 deg C, 4 h 5: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 6: 52 percent / 48percent HBr / 18 h / Heating View Scheme
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
反应条件
1: 2.) SOCl2 / 1.) CH2Cl2, RT, overnight, 2.) Et2O, RT, 1 h 2: 1.) 1.6N n-butyllithium, 2.) p-toluenesulfonylazide / 1.) ether, hexane, -40 deg C, 45 min, 2.) -40 deg C, 4 h 3: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 4: 52 percent / 48percent HBr / 18 h / Heating View Scheme
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
反应条件
1: 1.) 1.6N n-butyllithium, 2.) p-toluenesulfonylazide / 1.) ether, hexane, -40 deg C, 45 min, 2.) -40 deg C, 4 h 2: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 3: 52 percent / 48percent HBr / 18 h / Heating View Scheme
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
反应条件
1: 79 percent / hexadecyl tributylphosphonium bromide, NaBH4 / toluene; H2O / 24 h / 80 °C 2: 52 percent / 48percent HBr / 18 h / Heating View Scheme
参考文献
Melikian; Boigegrain; Kan; Soubrie
European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 267 - 270
