4-甲基-3-硝基苯甲酸合成路线 （共 85 条）
反应条件
hydrogenchloride; tin Ueberfuehrung der Aminosaeure in die Diazoaminoverbindung und Behandlung derselben mit konz. Fluorwasserstoffsaeure;
参考文献
Paterno; Oliveri
Gazzetta Chimica Italiana, 1882 , vol. 12, p. 89
反应条件
1: 86 percent / conc. HCl / benzene / 48 h / Heating 2: 100 percent / SnCl2*2H2O / ethanol / 0.5 h / 70 °C 3: 1.) aq. NaNO2, 48percent aq. HBr, 2.) CuBr, 48percent aq. HBr / 1.) -5 deg C, 5 min, 2.) 70 deg C, 1 h View Scheme
参考文献
Gilbert, Adam M.; Katz, Thomas J.; Geiger, William E.; Robben, Matthew P.; Rheingold, Arnold L.
Journal of the American Chemical Society, 1993 , vol. 115, # 8 p. 3199 - 3211
反应条件
1: 86 percent / conc. HCl / benzene / 48 h / Heating 2: 100 percent / SnCl2*2H2O / ethanol / 0.5 h / 70 °C View Scheme
参考文献
Gilbert, Adam M.; Katz, Thomas J.; Geiger, William E.; Robben, Matthew P.; Rheingold, Arnold L.
Journal of the American Chemical Society, 1993 , vol. 115, # 8 p. 3199 - 3211
反应条件
(i) H2SO4, (ii) H2, Raney-Ni, EtOH; Multistep reaction;
参考文献
Makriyannis,A. et al.
Journal of Medicinal Chemistry, 1973 , vol. 16, p. 118 - 122
反应条件
1: DBDMH / sulfuric acid / 16 h / 20 °C 2: thionyl chloride / -5 °C / Reflux View Scheme
参考文献
Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.
Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
反应条件
1: 1,3-dibromo-5,5-dimethyl-hydantoin; sulfuric acid 2: sulfuric acid / |Reflux; |Molecular sieve 3: tin(ll) chloride / ethanol / 0.5 h / |Reflux View Scheme
参考文献
Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.
Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
反应条件
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C 2: triethylamine / dichloromethane / 20 °C View Scheme
参考文献
Brown, Dearg S.; Cumming, John G.; Bethel, Paul; Finlayson, Jonathan; Gerhardt, Stefan; Nash, Ian; Pauptit, Richard A.; Pike, Kurt G.; Reid, Alan; Snelson, Wendy; Swallow, Steve; Thompson, Caroline
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 12 p. 3879 - 3883
反应条件
1.1: DBDMH / sulfuric acid / 16 h / 20 °C 2.1: thionyl chloride / -5 °C / Reflux 3.1: acetic acid; iron / tetrahydrofuran / 10 h / Reflux 3.2: 10 h / Reflux View Scheme
参考文献
Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.
Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
反应条件
1.1: DBDMH / sulfuric acid / 16 h / 20 °C 2.1: thionyl chloride / -5 °C / Reflux 3.1: acetic acid; iron / tetrahydrofuran / 10 h / Reflux 3.2: 10 h / Reflux 4.1: water; lithium hydroxide hydrate / ethanol / 20 h / 20 °C 4.2: pH 4 View Scheme
参考文献
Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.
Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
反应条件
1.1: 1,3-dibromo-5,5-dimethyl-hydantoin; sulfuric acid 2.1: sulfuric acid / |Reflux; |Molecular sieve 3.1: tin(ll) chloride / ethanol / 0.5 h / |Reflux 4.1: acetic acid; sodium nitrite / water 5.1: sodium hydroxide; water / ethanol / 4 h / 20 °C 6.1: thionyl chloride / 1 h / |Reflux 6.2: 0 °C 7.1: potassium hydroxide; [bis(acetoxy)iodo]benzene / 3 h / 0 °C 8.1: water; potassium hydroxide / methanol / 48 h / |Reflux View Scheme
参考文献
Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.
Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
