4-甲氧基-2-硝基苯胺合成路线 （共 138 条）
反应条件
1: conc. aq. HCl, NaNO2 / H2O / 0.25 h / -5 - 2 °C
2: LiCl, CuCl*2H2O / H2O; acetone / 1.) 2 h, 3 to 10 deg C, 2.) 2 h, 10 deg C to room temp., 3.) 2 h, room temp.
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: 89 percent / 40 percent Triton B / tetrahydrofuran; methanol / 1 h / Ambient temperature
2: 58 percent / conc. H2SO4 / H2O / 100 °C
3: 95 percent / SOCl2 / 1 h / Ambient temperature
4: 62 percent / hydrogen / Raney-Ni / tetrahydrofuran / 40 - 50 °C
5: bromocyanogene / tetrahydrofuran / 1 h / Heating
6: dimethylformamide / 2 h / Heating
7: 81 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating
8: 93 percent / 66 percent HBr / acetic acid / 3 h / Heating
View Scheme
参考文献
Szarvasi; Festal; Grand; et al.
European Journal of Medicinal Chemistry, 1981 , vol. 16, # 4 p. 327 - 332
反应条件
sodium dithionite in methanol
T=70°C; 0.6 h;
参考文献
Zhou, Binhua; Li, Baojian; Yi, Wei; Bu, Xianzhang; Ma, Lin
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 13 p. 3759 - 3763
反应条件
indium; acetic acid in ethyl acetate
0.5 h; RefluxInert atmosphere;
参考文献
Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo
Tetrahedron, 2011 , vol. 67, # 41 p. 8027 - 8033
反应条件
1: Raney nickel; benzene / Hydrogenation
2: 170 - 180 °C
View Scheme
参考文献
Porai-Koschiz; Efros; Ginsburg
Zhurnal Obshchei Khimii, 1949 , vol. 19, p. 1545,1550
J. Gen. Chem. USSR (Engl. Transl.), 1949 , vol. 19, p. 1555
反应条件
1: 76 percent / sodium cyanoborohydride / methanol; tetrahydrofuran; acetic acid / 50 °C / pH: 5 - 5.5
2: hydrogen / Pd/charcoal / methanol / 4 h / 2280 Torr / Ambient temperature
3: 2 N HCl / H2O / 7 h / Heating
View Scheme
参考文献
Scarponi; Cimaschi; Rusconi; Santangelo; Arcari; Castello; Toti; de Castiglione
Farmaco, Edizione Scientifica, 1985 , vol. 40, # 11 p. 818 - 832
反应条件
1: aqueous H2SO4 / Diazotization.Erhitzen der Diazoniumsalz-Loesung mit NaBr und CuSO4
2: sodium carbonate; copper; 1-methyl-cyclohexanol-(4)
3: phosphoryl chloride
4: hydrochloric acid; water
View Scheme
参考文献
Samant
Chemische Berichte, 1942 , vol. 75, p. 1008,1014
反应条件
1: 1.) NaNO2, HCl; 3.) polyphosphoric acid
2: H2 / Pd/C
View Scheme
参考文献
Zhang; Tillekeratne; Hudson, Richard A.
Tetrahedron Letters, 1998 , vol. 39, # 29 p. 5133 - 5134
反应条件
1.1: diethyl ether / 1 h / 100 °C
1.2: 3 h / 50 - 110 °C
1.3: 3 h / 50 - 110 °C
2.1: hydrogenchloride; trifluoroacetic acid; sodium nitrite / water / 1 h / 20 °C
3.1: trichlorophosphate / 3 h / Reflux
4.1: triethylamine / dichloromethane / 20 °C
View Scheme
参考文献
Chopra, Sidharth; Koolpe, Gary A.; Tambo-Ong, Arlyn A.; Matsuyama, Karen N.; Ryan, Kenneth J.; Tran, Tran B.; Doppalapudi, Rupa S.; Riccio, Edward S.; Iyer, Lalitha V.; Green, Carol E.; Wan, Baojie; Franzblau, Scott G.; Madrid, Peter B.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 13 p. 6047 - 6060
参考文献
Baker et al.
Journal of the American Chemical Society, 1950 , vol. 72, p. 393
