2-甲基-4-甲氧基苯胺合成路线 (共 58 条)
反应条件
1: dichloromethane / 3 h / 25 °C / |Large scale
2: acetic acid; bromine / 10 h / 8 - 30 °C / |Large scale
3: hydrogenchloride / methanol; water / |Reflux; |Large scale
View Scheme
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
反应条件
1: 1.) aq. NaNO2, 21percent aq. HBF4, 2.) NaF / 2.) 1,2,4-trichlorobenzene, 150 deg C
2: 51 percent / KMnO4 / pyridine; H2O / 2 h / 50 °C
3: SOCl2 / 4 h / Heating
4: 67 percent / diethyl ether; tetrahydrofuran / 1 h / -78 - 20 °C
View Scheme
参考文献
Hartmann; Heindl; Schonenberger
Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 577 - 585
反应条件
1: 1) NaNO2, 3M HCl, 2) NH4PF6 / 1) 0 to 5 deg C, 3) heating with Bunsen burner to white fumes
2: 71 percent / NBS / CCl4 / 4 h / Heating
View Scheme
参考文献
Crossley, Maxwell J.; Field, Leslie D.; Forster, Adrienne J.; Harding, Margaret M.; Sternhell, Sever
Journal of the American Chemical Society, 1987 , vol. 109, # 2 p. 341 - 348
参考文献
Selassie, Cynthia D.; Verma, Rajeshwar P.; Kapur, Sanjay; Shusterman, Alan J.; Hansch, Corwin
Journal of the Chemical Society. Perkin Transactions 2, 2002 , # 6 p. 1112 - 1117
反应条件
triethylamine in toluene
1) reflux, 3 h, 2) room temperature, 16 h;
参考文献
Houlihan, William J.; Parrino, Vincent A.; Uike, Yasuyuki
Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4511 - 4515
反应条件
sulfuric acid
Diazotization.Behandlung der Diazoniumsalz-Loesung mit KI;
参考文献
Sletzinger; Dawson
Journal of Organic Chemistry, 1949 , vol. 14, p. 670,678
反应条件
1: 98 percent / 1 h / 120 °C
2: 90 percent / diphenyl ether / 0.67 h / Heating
3: 97 percent / aq. NaOH / 0.67 h / Heating
4: 87 percent / diphenyl ether / Heating
View Scheme
参考文献
Meyer; Lemcke; Geffken; Kaulfers
Pharmazie, 2001 , vol. 56, # 9 p. 691 - 695
反应条件
perchloric acid; ceric perchlorate in acetonitrile
T=24.9°C; other disubstituted anisole derivatives;
参考文献
Leszczynski, L.; Dziegiec, J.
Polish Journal of Chemistry, 1994 , vol. 68, # 9 p. 1855 - 1862