2-羟基-4-氨基苯甲酸甲酯合成路线 (共 46 条)
反应条件
1: 58 percent / pyridine / CHCl3 / 2 h 2: 80 percent / SO2Cl2 / CHCl3 / 3 h / 25 °C 3: 77 percent / NaI, chloramine-T / dimethylformamide / 1 h / 10 °C 4: 62 percent / K2CO3 / acetone / 2 h / Heating 5: 70 percent / NaOH / ethanol / 0.5 h / 80 °C 6: 73 percent / NaOH / ethanol / 16 h / Heating View Scheme
参考文献
De Paulis, Tomas; Trivedi, Bakula L.; Zhang, Zhang-Jin; Schmidt, Dennis E.; Ebert, Michael H.; Hewlett, William A.
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 22 p. 2657 - 2662
反应条件
sodium cyanoborohydride; acetic acid in tetrahydrofuran T=20°C;
参考文献
Zeng, Li-Fan; Xu, Jie; He, Yantao; He, Rongjun; Wu, Li; Gunawan, Andrea M.; Zhang, Zhong-Yin
ChemMedChem, 2013 , vol. 8, # 6 p. 904 - 908
反应条件
sodium cyanoborohydride; acetic acid in water; acetonitrile T=20°C;
参考文献
Charrier, Cedric; Clarhaut, Jonathan; Gesson, Jean-Pierre; Estiu, Guillermina; Wiest, Olaf; Roche, Joelle; Bertrand, Philippe
Journal of Medicinal Chemistry, 2009 , vol. 52, # 9 p. 3112 - 3115
反应条件
lithium hydride 1.) THF, RT, 15 min, 2.) THF, 65 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Knoelker, Hans-Joachim; Bauermeister, Michael
Journal of the Indian Chemical Society, 1994 , vol. 71, # 6-8 p. 345 - 354
反应条件
1: 58 percent / pyridine / CHCl3 / 2 h 2: 80 percent / SO2Cl2 / CHCl3 / 3 h / 25 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 6, # 22 p. 2657 - 2662
反应条件
1: 94 percent / ethanol / 3.5 h / 45 °C 2: 97 percent / potassium carbonate / acetone / 8 h / Heating 3: 98 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C 4: 80 percent / manganese (IV) oxide / CHCl3; methanol / 20 h / Ambient temperature 5: 73 percent / NaOMe / methanol / 2 h / -15 °C 6: 87 percent / xylene / 4 h / Heating 7: 85 percent / HCl / methanol / 6 h / Heating 8: 2.) HCl / 1.) CH2Cl2, room temp., 12 h; 2.) 12 h, ether 9: 1.) BBr3; 2.) MeOH, H2SO4 (96percent) / 1.) CH2Cl2, room temp., 140 h; 2.) reflux, 48 h 10: 93 percent / benzoyl t-butyl nitroxide / methanol; CHCl3 / 16 h / Ambient temperature View Scheme
参考文献
Tetrahedron, , vol. 42, # 12 p. 3259 - 3268
反应条件
1: acetic acid / 1 h 2: sodium hydroxide / N,N-dimethyl-formamide 3: N-chloro-succinimide / N,N-dimethyl-formamide 4: sodium hydroxide / ethanol View Scheme
参考文献
Deng, Xin; Zhao, Xinxin; Han, Jing; Wang, Jingjie; Huang, Wenlong; Qian, Hai; Ge, Liang
Letters in Drug Design and Discovery, 2012 , vol. 9, # 5 p. 489 - 493
反应条件
hydrazine hydrate 1.5 h; Reflux;
参考文献
Yamada, Hiroshi; Kojo, Masahito; Nakahara, Tomomi; Murakami, Kumi; Kakima, Takashi; Ichiba, Hideaki; Yajima, Takehiko; Fukushima, Takeshi
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2012 , vol. 90, p. 72 - 77
反应条件
1: acetic acid / 1 h 2: sodium hydroxide / N,N-dimethyl-formamide 3: N-chloro-succinimide / N,N-dimethyl-formamide 4: sodium hydroxide / ethanol View Scheme
参考文献
Deng, Xin; Zhao, Xinxin; Han, Jing; Wang, Jingjie; Huang, Wenlong; Qian, Hai; Ge, Liang
Letters in Drug Design and Discovery, 2012 , vol. 9, # 5 p. 489 - 493
反应条件
hydrogenchloride; hydroxylamine
参考文献
Gardner et al.
Journal of the American Chemical Society, 1951 , vol. 73, p. 5455
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Schering A.G.
Patent: DE855866 , 1950 ;