4-甲基-2-硝基苯胺合成路线 （共 173 条）
反应条件
1.1: conc. HCl; acetic acid; sodium nitrite / H2O / 0.75 h / -10 - -5 °C
1.2: 53 percent / sulfur dioxide / copper(I) chloride / H2O / 0.17 h / 0 °C
2.1: 40 percent / triethylamine / CH2Cl2 / 3 h / 20 °C
View Scheme
参考文献
Zhou, Wenhui; Shultz, John W.; Murphy, Nancy; Hawkins, Erika M.; Bernad, Laurent; Good, Troy; Moothart, Leonard; Frackman, Susan; Klaubert, Dieter H.; Bulleit, Robert F.; Wood, Keith V.
Chemical Communications, 2006 , # 44 p. 4620 - 4622
反应条件
1. diazotation 2.hydolyse 3.coupling and decarboxylation; Multistep reaction;
参考文献
Suvorov, N.N.; Vinograd, L.Kh.; Turchin, K.F.; Ill'ina, G.N.; Vigdorchik, M.M.; Filipenko, T.Ya.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1984 , vol. 20, # 8 p. 890 - 897
Khimiya Geterotsiklicheskikh Soedinenii, 1984 , # 8 p. 1093 - 1100
反应条件
1: 1-amino-2-nitro-4-methylbenzene With hydrogenchloride in water
T=80°C; Meerwein method; 0.5 h;
2: With sodium nitrite in water
T=-10 - 0°C; 0.666667 h;
3: furfural With copper dichloride in water; acetone
T=20°C; 12 h;
参考文献
Butin, Alexander V.; Tsiunchik, Fatima A.; Abaev, Vladimir T.; Zavodnik, Valery E.
Synlett, 2008 , # 8 p. 1145 - 1148
反应条件
sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in water; toluene
T=20°C; Methylation;
参考文献
Voskresensky; Makosza
Synthetic Communications, 2000 , vol. 30, # 19 p. 3523 - 3526
参考文献
Wilshire, John F. K.
Australian Journal of Chemistry, 1982 , vol. 35, # 12 p. 2497 - 2504
参考文献
Gattermann
Chemische Berichte, 1885 , vol. 18, p. 1487
反应条件
hydrogenchloride; tin(ll) chloride; sodium nitrite
1.) water, 0 deg C; Yield given. Multistep reaction;
参考文献
Palomba; Pintore; Boatto; Asproni; Cerri; Pau; Farris
Farmaco, 1996 , vol. 51, # 1 p. 79 - 84
反应条件
N-chloro-succinimide in acetonitrile
Heating;
参考文献
Grella; Danso-Danquah; Safo; Joshi; Kister; Marden; Hoffman; Abraham
Journal of Medicinal Chemistry, 2000 , vol. 43, # 25 p. 4726 - 4737
反应条件
1: 1-amino-2-nitro-4-methylbenzene With hydrogenchloride; sodium nitrite
2: furan-2-carboxylic acid With CuCl2*2H2O in water; acetone
T=0 - 30°C;
参考文献
Gorak; Obushak; Matiichuk; Lytvyn
Russian Journal of Organic Chemistry, 2009 , vol. 45, # 4 p. 541 - 550
反应条件
1: K2CO3 / dimethylformamide / 4 h / 110 - 120 °C
2: H2 / 10percent Pd/C / tetrahydrofuran / 3 h / 2280 Torr
3: 0.5 h / 220 °C
4: POCl3, HCl / 3 h / 150 °C
View Scheme
参考文献
Orjales, Aurelio; Mosquera, Ramon; Labeaga, Luis; Rodes, Rosa
Journal of Medicinal Chemistry, 1997 , vol. 40, # 4 p. 586 - 593
