2,4-二羟基-6-甲基嘧啶合成路线 （共 187 条）
参考文献
Endicott; Johnson
Journal of the American Chemical Society, 1941 , vol. 63, p. 2063
反应条件
1: 83 percent / phosphorus oxychloride / 3 h / Heating
2: 1.) sodium; / 1.) toluene, 0 deg C, 2 h; 2.) reflux, 16 h
View Scheme
参考文献
Hung; Werbel
Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 3 p. 741 - 744
反应条件
1.1: 76.4 percent / KOH / 73 h / 50 °C
2.1: 60.1 percent / POCl3 / 1 h / Heating
3.1: 61.74 percent / sodium / 3 h / Heating
4.1: lithium diisopropylamide / hexane; tetrahydrofuran / 0.5 h / -70 - -55 °C
4.2: tetrahydrofuran; hexane / 3 h / -55 - -10 °C
4.3: 67.92 percent / ammonium chloride (satd.) / tetrahydrofuran; hexane / -10 - 20 °C
5.1: 5.5 h / Heating
5.2: 23.3 percent / water / 20 °C
View Scheme
参考文献
Batinac, Sanja; Sermek, Draginja Mrvos; Cetina, Mario; Pavelic, Kresimir; Mintas, Mladen; Raic-Malic, Silvana
Heterocycles, 2004 , vol. 63, # 11 p. 2523 - 2536
反应条件
1: 83 percent / NaOH / H2O / Ambient temperature
2: 1.) SeO2, 2.) HCl dry / 1.) glac. AcOH, 100 deg C, 4 h, 2.) reflux, overnight
3: 91 percent / 0.01M HCl / tetrahydrofuran / 3 h / Heating
View Scheme
参考文献
Botta; De Angelis; Corelli; Menichincheri; Nicoletti; Marongiu; Pani; La Colla
Archiv der Pharmazie, 1991 , vol. 324, # 4 p. 203 - 207
反应条件
sodium hydroxide
T=37°C; 168 h;
参考文献
Besyadetskaya, E. I.; Semenyuk, T. N.; Potopal'skii, A. I.; Ivasivka, S. V.; Savchuk, L. F.; et al.
Pharmaceutical Chemistry Journal, 1982 , vol. 16, # 10 p. 744 - 750
Khimiko-Farmatsevticheskii Zhurnal, 1982 , vol. 16, # 10 p. 1185 - 1191
反应条件
sodium hydroxide
T=37°C; 168 h;
参考文献
Besyadetskaya, E. I.; Semenyuk, T. N.; Potopal'skii, A. I.; Ivasivka, S. V.; Savchuk, L. F.; et al.
Pharmaceutical Chemistry Journal, 1982 , vol. 16, # 10 p. 744 - 750
Khimiko-Farmatsevticheskii Zhurnal, 1982 , vol. 16, # 10 p. 1185 - 1191
反应条件
1: 80 percent / Ba(OH)2*8H2O / H2O / 24 h / 20 °C
2: 80 percent / HCl / H2O / 1 h / Heating
3: 57 percent / sodium hydride / dimethylformamide
View Scheme
参考文献
Chen, Yanli; Guo, Ying; Yang, Hua; Wang, Xiaowei; Liu, Junyi
Synthetic Communications, 2006 , vol. 36, # 19 p. 2913 - 2920
反应条件
1.1: 80 percent / Ba(OH)2*8H2O / H2O / 24 h / 20 °C
2.1: 80 percent / HCl / H2O / 1 h / Heating
3.1: 57 percent / sodium hydride / dimethylformamide
4.1: 59 percent / HBr; acetic acid / dioxane / 12 h / 20 °C
5.1: zinc; 1,2-dibromoethane; trimethylsilylchloride / tetrahydrofuran / 20 °C
5.2: 30 percent / (o-furyl)3P / bis(dibenzylideneacetone)palladium(0) / tetrahydrofuran / 12 h / 20 °C
View Scheme
参考文献
Chen, Yanli; Guo, Ying; Yang, Hua; Wang, Xiaowei; Liu, Junyi
Synthetic Communications, 2006 , vol. 36, # 19 p. 2913 - 2920
反应条件
trichlorophosphate
48 h; Heatingother reaction times; Product distribution;
参考文献
Gershon, Herman; Grefig, Anthony T.
Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 1161 - 1167
反应条件
1: sodium hydroxide / water / 72 h / 25 °C
2: zinc(II) chloride / chlorobenzene / 3 h / Reflux
3: water; bromine / tetrachloromethane; dichloromethane / 0.17 h / 50 °C
4: ethanol / 1 h / Reflux
5: toluene-4-sulfonic acid / 1,2-dichloro-ethane / 0.08 h / Reflux
View Scheme
参考文献
Snyder, David S.; Tradtrantip, Lukmanee; Yao, Chenjuan; Kurth, Mark J.; Verkman
Journal of Medicinal Chemistry, 2011 , vol. 54, # 15 p. 5468 - 5477
