2-甲基-6-硝基苯胺合成路线 （共 113 条）
反应条件
1: hydrogen / ethanol / 50 °C 2: sodium hydrogencarbonate / ethanol; water / 2.25 h / 25 °C / pH 6 - 8 / |Inert atmosphere View Scheme
参考文献
Marterer, Wolfgang; Prikoszovich, Walter; Wiss, Jacques; Prashad, Mahavir
Organic Process Research and Development, 2003 , vol. 7, # 3 p. 318 - 323
反应条件
1: 92 percent / N-chlorosuccinimide; AcOH 2: H2 / Raney-Ni / ethanol View Scheme
参考文献
Marterer, Wolfgang; Prikoszovich, Walter; Wiss, Jacques; Prashad, Mahavir
Organic Process Research and Development, 2003 , vol. 7, # 3 p. 318 - 323
反应条件
1: 1.) hydrobromic acid, sodium nitrite, 2.) coopper(I) bromide / 1.) water, 1,4-dioxane, 0 deg C, 15 min, 2.) a) 0 deg C, 15 min, b) 60 deg C,15 min 2: 95 percent / iron / ethanol; acetic acid / 3.5 h / Heating 3: 84 percent / pyridine / 6 h / Ambient temperature 4: tetrakis(triphenylphosphine)palladium(0) / toluene / 36 h / Heating 5: 87 percent / bis(acetonitrile)palladium chloride, p-benzoquinone, lithium chloride / dimethylformamide / 28 h / 100 - 110 °C 6: 82 percent / 20percent aq. NaOH / methanol / 12 h / Heating View Scheme
参考文献
Raucher, Stanley; Koolpe, Gary A.
Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 2066 - 2069
反应条件
1: 58 percent / Sn, concd. hydrochloric acid / H2O / 2.5 h / Heating 2: 74 percent / N-thionylaniline / toluene / 3 h / 80 - 100 °C 3: 71 percent / N-bromosuccinimide / CCl4 / 3 h / Heating; Irradiation 4: 68 percent / Li salt of 2-nitropropane / methanol / 24 h / Ambient temperature 5: 67 percent / sodium borohydride / methanol / 24 h / Ambient temperature View Scheme
参考文献
Vanelle, Patrice; Liegeois, Celine Tremblais; Meuche, Jacobine; Maldonado, Jose; Crozet, Michel P.
Heterocycles, 1997 , vol. 45, # 5 p. 955 - 962
反应条件
1: 98 percent / aq. NaNO2; glacial acetic acid / 0.33 h 2: 75 percent / NH4(+)HCOO(-); H2 / Pd/C / ethanol 3: 71 percent / HCl; H2SO4; NaNO2 / KI / 0 °C 4: 95 percent / dppf; Zn / Pd2(dba)3 / N,N-dimethyl-acetamide / Heating View Scheme
参考文献
Cottyn, Betty; Vichard, Dominique; Terrier, Francois; Nioche, Pierre; Raman
Synlett, 2007 , # 8 p. 1203 - 1206
反应条件
1.1: tin(ll) chloride / ethyl acetate / 6 h / Reflux 1.2: Cooling 2.1: sodium nitrite; acetic acid / water / 4 h / 0 - 20 °C View Scheme
参考文献
Ochs, Raymond S.; Talele, Tanaji T.
Patent: US2012/130078 A1, 2012 ;
US 20120130078 A1
反应条件
1: 58 percent / Sn, concd. hydrochloric acid / H2O / 2.5 h / Heating 2: 74 percent / N-thionylaniline / toluene / 3 h / 80 - 100 °C 3: 71 percent / N-bromosuccinimide / CCl4 / 3 h / Heating; Irradiation View Scheme
参考文献
Vanelle, Patrice; Liegeois, Celine Tremblais; Meuche, Jacobine; Maldonado, Jose; Crozet, Michel P.
Heterocycles, 1997 , vol. 45, # 5 p. 955 - 962
反应条件
2: nitric acid / 140 - 150 °C / im geschlossenen Rohr View Scheme
参考文献
Grell
Chemische Berichte, 1895 , vol. 28, p. 2565
反应条件
hydrogenchloride; sodium nitrite in sodium hydrogencarbonate; ethyl acetate; toluene
参考文献
TEIJIN LIMITED
Patent: US2005/267148 A1, 2005 ;
反应条件
hydrogenchloride; sodium nitrite 1.) glacial AcOH, H2O, -10 deg C, 30 min, 2.) H2O, C6H6, 25 deg C, 1 h; 70-75 deg C, 1 h; Yield given. Multistep reaction;
参考文献
Boger, Dale L.; Kochanny, Monica J.; Cai, Hui; Wyatt, Diane; Kitos, Paul A.; Warren; Ramcharan; Gooljarsingh, Lata T.; Benkovic, Stephen J.
Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 6 p. 643 - 659
