1-氨基-3,5-二甲苯合成路线 （共 187 条）
参考文献
Kurreck, H.; Bock, M.; Bretz, N.; Elsner, M.; Kraus, H.; et al.
Journal of the American Chemical Society, 1984 , vol. 106, # 3 p. 737 - 746
反应条件
1.1: acetic acid
1.2: 88 percent / Br2 / acetic acid / cooling
2.1: 80 percent / aq. NaOH / ethanol / 6 h / Heating
3.1: conc. HCl; NaNO2 / H2O / 0.5 h / cooling
3.2: KI / H2O / 0.75 h / Heating
View Scheme
参考文献
Rodriguez, Gema; Albrecht, Martin; Schoenmaker, Jeroen; Ford, Alan; Lutz, Martin; Spek, Anthony L.; Van Koten, Gerard
Journal of the American Chemical Society, 2002 , vol. 124, # 18 p. 5127 - 5138
反应条件
sodium hydride
1.) 1,4-dioxane, 100 deg C, 2 h, 2.) 1,4-dioxane, 100 deg C, 2 h; Multistep reaction;
参考文献
Miyano, Seiji; Sumoto, Kunihiro; Satoh, Fumio; Shima, Keiyu; Hayashimatsu, Mariko; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 6 p. 714 - 717
反应条件
1: 1. conc. hydrochloric acid, NaNO2; / 1. 0 degC, 30min.; 2. 45 degC
2: 92 percent / LiAlH4 / diethyl ether / 3 h / Heating
3: 82 percent / NaOH / aq. ethanol / r.t., 30min., then reflux, 4h
View Scheme
参考文献
Tedjamulia, Marvin L.; Tominaga, Yoshinori; Castle, Raymond N.
Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1485 - 1495
反应条件
hydrogenchloride; sodium hydroxide; sodium nitrite
1) H2O, 0 deg C, 2) r.t., 18 h; Yield given. Multistep reaction;
参考文献
Haefelinger, Guenter; Beyer, Michael; Burry, Patrick; Eberle, Beate; Ritter, Guenter; et al.
Chemische Berichte, 1984 , vol. 117, # 3 p. 895 - 903
反应条件
1: hydroxylamine hydrochloride; sodium sulfate; aqueous hydrochloric acid / Erwaermen des Reaktionsprodukts mit wss.Schwefelsaeure
2: aqueous NaOH; H2O2
View Scheme
参考文献
RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.
Patent: US2013/281399 A1, 2013 ;
参考文献
Ribelles, Pascual; Sridharan, Vellaisamy; Villacampa, Mercedes; Ramos, M. Teresa; Menendez, J. Carlos
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 4 p. 569 - 579
反应条件
oxygen in ethylbenzene
T=138°C; P=750.075 Torr; 30 h;
参考文献
He, Wei; Wang, Liandi; Sun, Chenglin; Wu, Kaikai; He, Songbo; Chen, Jiping; Wu, Ping; Yu, Zhengkun
Chemistry - A European Journal, 2011 , vol. 17, # 47 p. 13308 - 13317
反应条件
1.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2.1: trichlorophosphate / 2 h / Inert atmosphere; Reflux
2.2: 3 h / 20 °C / Inert atmosphere
3.1: hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Reflux
4.1: thionyl chloride / benzene / 4 h / Inert atmosphere; Reflux
View Scheme
参考文献
THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; VERKMAN, Alan S.; PHUAN, Puay-Wah; KURTH, Mark J.; KNAPP, John
Patent: WO2012/166654 A1, 2012 ;
WO 2012/166654 A1
反应条件
toluene-4-sulfonic acid in toluene
20 h; Heating;
参考文献
Anderson, Carly E.; Batsanov, Andrei S.; Dyer, Philip W.; Fawcett, John; Howard, Judith A. K.
Dalton Transactions, 2006 , # 45 p. 5362 - 5378
