2-甲基-3-硝基苯甲酸合成路线 （共 60 条）
反应条件
1: 1.) KHCO3 / 1.) DMF, 40 deg C, 2.) DMF, RT, 12 h
2: dimethylformamide / 12 h / 120 °C
View Scheme
参考文献
Kozikowski; Ishida; Chen
Journal of Organic Chemistry, 1980 , vol. 45, # 16 p. 3350 - 3352
反应条件
in N-methyl-acetamide
参考文献
SmithKline Beckman Corporation
Patent: US4394514 A1, 1983 ;
反应条件
in N,N-dimethyl-formamide
22 h; Heating;
参考文献
Somei, Masanori; Shoda, Toshiya
Heterocycles, 1982 , vol. 17, p. 417 - 423
反应条件
1: sulfuric acid; 1,3-dibromo-5,5-dimethyl-hydantoin / 20 °C / |Cooling with ice
2: thionyl chloride / |Reflux
3: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / |Reflux; |Inert atmosphere
4: Oxone® / acetone; water / 1 h / 20 °C / |Cooling with ice
View Scheme
参考文献
CELGENE CORPORATION; TRAVERSE, John, F.; FEIGELSON, Gregg, Brian; RUCHELMAN, Alexander, L.; LIU, Jihong; LIU, Hongfeng; MA, Chengjun; LIU, Danyang; ZHANG, Steven
Patent: WO2014/18866 A1, 2014 ;
反应条件
1: 78 percent / POCl2 / pyridine / 3 h / 60 - 70 °C
2: 77 percent / NaH / tetrahydrofuran / 5 h / Heating
3: 60 percent / acetic acid; sulfuric acid / 6 h / 80 - 90 °C
View Scheme
参考文献
Barros, Ana I. R. N. A.; Silva, Artur M. S.
Monatshefte fur Chemie, 2006 , vol. 137, # 12 p. 1505 - 1528
反应条件
1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / Inert atmosphere
2: pyridine; 4-(N,N-dimethlyamino)pyridine / 0.25 h / 60 °C / Microwave irradiation; Inert atmosphere
3: toluene-4-sulfonic acid / para-xylene / 18 h / 140 °C / Inert atmosphere
4: 10 palladium on activated carbon; hydrogen / methanol; ethanol; ethyl acetate / 3 h / 20 °C
View Scheme
参考文献
Keurulainen, Leena; Salin, Olli; Siiskonen, Antti; Kern, Jan Marco; Alvesalo, Joni; Kiuru, Paula; Maass, Matthias; Yli-Kauhaluoma, Jari; Vuorela, Pia
Journal of Medicinal Chemistry, 2010 , vol. 53, # 21 p. 7664 - 7674
反应条件
1.1: 92 percent / H2SO4 / Heating
2.1: H2 / Pd/C / ethanol / 20 °C
2.2: 78 percent / NaNO2; H2SO4 / Heating
View Scheme
参考文献
Fringuelli,F. et al.
Tetrahedron, 1969 , vol. 25, p. 4249 - 4256
反应条件
sulfuric acid
T=20°C; 168 h;
参考文献
Bhuiyan, M. Delower H.; Zhu, Kai-Xian; Jensen, Paul; Try, Andrew C.
European Journal of Organic Chemistry, 2010 , # 24 p. 4662 - 4670
反应条件
1: 1,3-dibromo-5,5-dimethyl-hydantoin; sulfuric acid
2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran
View Scheme
参考文献
Jackson, Randy W.; Laporte, Matthew G.; Herbertz, Torsten; Draper, Tandy L.; Gaboury, Janet A.; Rippin, Susan R.; Patel, Ravi; Chunduru, Srinivas K.; Benetatos, Christopher A.; Young, Dorothy C.; Burns, Christopher J.; Condon, Stephen M.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 11 p. 3227 - 3231
反应条件
thionyl chloride
T=60°C; 24 h;
参考文献
Leze, Marie-Pierre; Palusczak, Anja; Hartmann, Rolf W.; Le Borgne, Marc
Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 16 p. 4713 - 4715
