3-羟基-2-硝基苯甲酸合成路线 (共 44 条)
反应条件
in methanol; diethyl ether T=0°C; 2 h;
参考文献
Tipparaju, Suresh K.; Joyasawal, Sipak; Pieroni, Marco; Kaiser, Marcel; Brun, Reto; Kozikowski, Alan P.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 23 p. 7344 - 7347
反应条件
potassium hydrogencarbonate in N,N-dimethyl-formamide T=40°C; 2 h; Inert atmosphere;
参考文献
Pasceri, Raffaele; Siegel, David; Ross, David; Moody, Christopher J.
Journal of Medicinal Chemistry, 2013 , vol. 56, # 8 p. 3310 - 3317
反应条件
hydrogenchloride; palladium on activated charcoal Hydrogenation;
参考文献
Beijer
Recueil des Travaux Chimiques des Pays-Bas, 1921 , vol. 40, p. 628
反应条件
1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 40 °C / |Inert atmosphere 2: palladium 10 on activated carbon; hydrogen / methanol / 2 h / 20 °C / |Inert atmosphere 3: potassium hexacyanoferrate(III) / methanol; aq. phosphate buffer / 16 h / 20 °C / pH 7 / |Inert atmosphere View Scheme
参考文献
Pasceri, Raffaele; Siegel, David; Ross, David; Moody, Christopher J.
Journal of Medicinal Chemistry, 2013 , vol. 56, # 8 p. 3310 - 3317
反应条件
1: 79 percent / Br2; NaOAc / acetic acid / 68 h / 60 °C 2: 63 percent / H2 / PtS2 / ethanol / 45 h / 20 °C / 760 Torr View Scheme
参考文献
Linderberg, Mats; Hellberg, Sven; Bjoerk, Susanna; Gotthammar, Birgitta; Hoegberg, Thomas; Persson, Kerstin; Schwarcz, Robert; Luthman, Johan; Johansson, Rolf
European Journal of Medicinal Chemistry, 1999 , vol. 34, # 9 p. 729 - 744
反应条件
1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 2 h / 40 °C / |Inert atmosphere 2: palladium 10 on activated carbon; hydrogen / methanol / 2 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 56, # 8 p. 3310 - 3317
反应条件
1: methanol. H2SO4
2: methanol. NaOH
3: aqueous NaOH
4: SOCl2
5: aqueous NaOH
6: platinum; ethanol / Hydrogenation
View Scheme
参考文献
Senoh et al.
Nippon Kagaku Zasshi, 1953 , vol. 74, p. 251
Chem.Abstr., 1954 , p. 3959
反应条件
1.1: hydrogenchloride / water / 8 h / |Reflux
2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / |Inert atmosphere
2.2: 20 h / 0 - 25 °C / |Inert atmosphere
3.1: lithium borohydride / tetrahydrofuran / 21 h / 25 °C / |Inert atmosphere
4.1: dipyridinium dichromate / dichloromethane / 11 h / 25 °C / |Inert atmosphere
View Scheme
参考文献
Maayan, Galia; Dayagi, Yohai; Arad-Yellin, Rina; Shimon, Linda J.W.; Shanzer, Abraham
Polyhedron, 2013 , vol. 64, p. 365 - 370
反应条件
1.1: hydrogenchloride / water / 8 h / |Reflux
2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / |Inert atmosphere
2.2: 20 h / 0 - 25 °C / |Inert atmosphere
3.1: lithium borohydride / tetrahydrofuran / 21 h / 25 °C / |Inert atmosphere
View Scheme
参考文献
Maayan, Galia; Dayagi, Yohai; Arad-Yellin, Rina; Shimon, Linda J.W.; Shanzer, Abraham
Polyhedron, 2013 , vol. 64, p. 365 - 370
反应条件
1: 79 percent / dicyclohexylcarbodiimide / tetrahydrofuran / Ambient temperature
2: 1.) LDA / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 0.5 h, b) RT, 1,5 h
3: aq. HCl / acetone / 6 h / Ambient temperature
4: H2 / 10percent Pd/C / methanol / 517.1 Torr
View Scheme
参考文献
Kaneko; Wong; Doyle; Rose; Bradner
Journal of Medicinal Chemistry, 1985 , vol. 28, # 3 p. 388 - 392