1-(氯甲基)-4-硝基苯合成路线 (共 349 条)
反应条件
1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 1 h / 20 °C
1.2: 20 °C
2.1: sodium tetrahydroborate / ethanol / 20 °C / Cooling with ice
View Scheme
参考文献
Wu, Shuhong; Wang, Li; Guo, Wei; Liu, Xiaoying; Liu, Jinsong; Wei, Xiaoli; Fang, Bingliang
Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2668 - 2679
反应条件
1: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; potassium hydroxide / dichloromethane / 10 h / Reflux
2: hydrogenchloride; water / 20 °C
View Scheme
参考文献
Han, Bao Feng; Shi, Qing Ming; Wang, Xian Feng; Liu, Jian Bo; Qiang, Sheng; Yang, Chun Long
Chinese Chemical Letters, 2012 , vol. 23, # 9 p. 1023 - 1026
反应条件
1: 61 percent / K2CO3 / butan-2-one / 46 h / Heating
2: 95 percent / H2 / 5percent Pd/C / aq. ethanol / 760 Torr / Ambient temperature
3: 85 percent / 3M H2SO4, NaNO2 / H2O / 0.83 h / 0 - 85 °C
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参考文献
Biagi; Dell'Omodarme; Ferretti; Giorgi; Livi; Scartoni
Farmaco, 1992 , vol. 47, # 3 p. 335 - 344
参考文献
Meinke, Peter T.; Krafft, Grant A.
Journal of the American Chemical Society, 1988 , vol. 110, # 26 p. 8671 - 8679
参考文献
Jackson
Justus Liebigs Annalen der Chemie, 1875 , vol. 179, p. 18
反应条件
in acetonitrile
T=25°C; other nucleophiles: NCS(-), Cl(-), I(-), Br(-), NCTe(-); Rate constantEquilibrium constant;
参考文献
Maartmann-Moe, Knut; Sanderud, Knut A.; Songstad, Jon
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1982 , vol. 36, # 4 p. 211 - 224
反应条件
1: alcoholic ammonium sulfide
2: tin dichloride; concentrated hydrochloric acid
View Scheme
参考文献
Fischer,O.
Chemische Berichte, 1895 , vol. 28, p. 1340
反应条件
1: 1) C2H5ONa; 2) KI / 1) ethanol, 30 min, 80 deg C, DMF; 2) DMF, 2 h, reflux
2: 80 percent / NaOCH3 / dimethylformamide; methanol / 0.5 h / Heating
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
1: 1) C2H5ONa; 2) KI / 1) ethanol, 30 min, 80 deg C, DMF; 2) DMF, 2 h, reflux
2: 80 percent / NaOCH3 / dimethylformamide; methanol / 0.5 h / Heating
3: 71 percent / H2 / Pd(OH)2/BaSO4 / dimethylformamide
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
lithium methanolate in methanol
T=20°C; other temperatures; Rate constantMechanism;
参考文献
Westaway, Kenneth Charles; Waszczylo, Zbigniew
Canadian Journal of Chemistry, 1982 , vol. 60, p. 2500 - 2520