4-甲基-3-硝基苯甲酸合成路线 （共 85 条）
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
4: 61 percent / N-bromosuccinimide, benzoyl peroxide / CCl4 / 10 h / Heating
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: aq. NH3, H2S
2: (i) aq. HCl, NaNO2, (ii) /BRN= 4652394/, CuSO4*5H2O, (iii) /BRN= 102415/
3: (i) aq. H2SO4, (ii) /BRN= 102415/
View Scheme
参考文献
Keller-Schierlein,W. et al.
Helvetica Chimica Acta, 1972 , vol. 55, # 1 p. 198 - 205
反应条件
1: 48 percent / H2 / Pd / methanol / 5 h
2: 80 percent / Fe(SO3C6H4NO2)3*4.5H2O / H2SO4 / 4 h / 140 °C
View Scheme
参考文献
Gracheva, I.N.; Tochilkin, A.I.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980 , vol. 16, # 3 p. 275 - 277
Khimiya Geterotsiklicheskikh Soedinenii, 1980 , vol. 16, # 3 p. 366 - 368
反应条件
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C
2: triethylamine / dichloromethane / 20 °C
3: palladium 10 on activated carbon; hydrogen / ethanol / 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: HNO3+H2SO4
2: tin; hydrochloric acid
View Scheme
参考文献
Claus; Joachim
Justus Liebigs Annalen der Chemie, 1891 , vol. 266, p. 218
反应条件
1: 48 percent / H2 / Pd / methanol / 5 h
2: 80 percent / Fe(SO3C6H4NO2)3*4.5H2O / H2SO4 / 4 h / 140 °C
3: diethyl ether
View Scheme
参考文献
Gracheva, I.N.; Tochilkin, A.I.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980 , vol. 16, # 3 p. 275 - 277
Khimiya Geterotsiklicheskikh Soedinenii, 1980 , vol. 16, # 3 p. 366 - 368
反应条件
1: concentrated sulfuric acid / Electrolysis
2: durch Austausch von NH2 gegen Jod nach Sandmeyer
View Scheme
参考文献
Gattermann
Chemische Berichte, 1893 , vol. 26, p. 1847
Chemische Berichte, 1894 , vol. 27, p. 1929
反应条件
1: 12 h / 0 - 20 °C
2: dibenzoyl peroxide; N-bromosuccinmide / tetrachloromethane / 15 h / 20 - 100 °C
View Scheme
参考文献
DR.REDDY'S LABORATORIES LTD.; SASMAL, Pradip Kumar; VAMSEEKRISHNA, Chintakunta; POTLURI, Vijay; TEHIM, Ashok; GAI, Yonghua; ZHANG, Hang
Patent: WO2013/131408 A1, 2013 ;
反应条件
1.1: 82 percent / POCl2 / pyridine / 3 h / 60 - 70 °C
2.1: NaH / tetrahydrofuran / 2.5 h / Heating
2.2: 81 percent / iodine / 3 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: 87 percent / POCl2 / pyridine / 3 h / 60 - 70 °C
2: 80 percent / NaH / tetrahydrofuran / 2.5 h / Heating
3: 72 percent / iodine / 3 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
