2,6-二溴-4-甲基苯胺合成路线 （共 46 条）
参考文献
Emerson; Dorf; Deutschman
Journal of the American Chemical Society, 1940 , vol. 62, p. 2159
反应条件
tert.-butylnitrite; copper(ll) bromide in acetonitrile
T=60°C; 1 h;
参考文献
Chandrasoma, Nalin; Brown, Neil; Brassfield, Allen; Nerurkar, Alok; Suarez, Susana; Buszek, Keith R.
Tetrahedron Letters, 2013 , vol. 54, # 8 p. 913 - 917
反应条件
1: 80 percent / cuprous iodide / dimethylformamide / 1 h / 100 °C
2: 95 percent / sulfuric acid / 0.08 h
3: 86 percent / triphenyl phosphine, n-tributyl amine, water / PdCl2(PPh3)2 / 18 h / 110 °C / 7600 Torr
4: 95 percent / 10percent NaOH / 1 h / Heating
5: 80 percent / HCl / 4 h
6: 1.) 6N HCl, sodium nitrite / 1.) -10 deg C; 2.) dioxane, water, 80 deg C, 10 min
7: 85 percent / MnO2 / CH2Cl2 / Ambient temperature; 2-3 h
8: 1.) NaBH4; 2.) MnO2 / 1.) PdCl2(PPh)2 / 1.) methanol, 15 min; 2.) DCM, 30 min
View Scheme
参考文献
Rama Devi; Iyengar; Pardhasaradhi
Tetrahedron, 1994 , vol. 50, # 8 p. 2543 - 2550
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in 1,4-dioxane; ethanol
Suzuki cross-coupling reaction; 120 h; Heating;
参考文献
Camacho, Drexel H.; Salo, Eric V.; Ziller, Joseph W.; Guan, Zhibin
Angewandte Chemie - International Edition, 2004 , vol. 43, # 14 p. 1821 - 1825
反应条件
1: 4-chloro-1-ethenylbenzene With magnesium in tetrahydrofuran
2: With zinc(II) chloride in tetrahydrofuran
T=20°C;
3: 2,6-dibromo-4-methyl-benzenamine With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran
Negishi coupling reaction; 12 h; Reflux;
参考文献
Popeney, Chris S.; Levins, Chris M.; Guan, Zhibin
Organometallics, 2011 , vol. 30, # 8 p. 2432 - 2452
反应条件
1: 80 percent / cuprous iodide / dimethylformamide / 1 h / 100 °C
2: 95 percent / sulfuric acid / 0.08 h
3: 86 percent / triphenyl phosphine, n-tributyl amine, water / PdCl2(PPh3)2 / 18 h / 110 °C / 7600 Torr
4: 95 percent / 10percent NaOH / 1 h / Heating
View Scheme
参考文献
Rama Devi; Sarangapani Iyengar; Pardhasaradhi
Synthetic Communications, 1993 , vol. 23, # 4 p. 509 - 515
反应条件
1: 1.) conc. HCl, NaNO2, 2.) SO2, CuCl2 / 1.) H2O, 2.) AcOH, 1 h
2: 93 percent / acetone / 3 h / Heating
View Scheme
参考文献
Stoyanovich, F. M.; Gol'dfarb, Ya. L.; Marakatkina, M. A.; Karpenko, R. G.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980 , vol. 29, # 1 p. 129 - 135
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980 , # 1 p. 145 - 151
反应条件
sulfuric acid; water; copper(II) sulfate; sodium sulfite; sodium nitrite
1) glacial AcOH, 30 min, ice bath; 2) Et2O, 12h; Yield given. Multistep reaction;
参考文献
Yang, Fei; Yan, Liwei; Ma, Kuoyan; Yang, Li; Li, Jihong; Chen, Lijuan; You, Jinsong
European Journal of Organic Chemistry, 2006 , # 5 p. 1109 - 1112
反应条件
pyridine in N,N-dimethyl-formamide
T=140°C; 24 h;
参考文献
Detzer, Norbert; Burkhard, Oswald; Schaffrin, Heinz; Liptay, Wolfgang
Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1987 , vol. 42, # 9 p. 1129 - 1141
反应条件
pyridine in N,N-dimethyl-formamide
Rosenmund von Braun synthesis; 8 h; Heating;
参考文献
Ullrich, Stefan; Nazir, Zarghun; Buesing, Arne; Scheffer, Ute; Wirth, Daniela; Bats, Jan W.; Duerner, Gerd; Goebel, Michael W.
ChemBioChem, 2011 , vol. 12, # 8 p. 1223 - 1229
