Synthesis of (alkylamino) nitroarenes by oxidative alkylamination of nitroarenes
AV Gulevskaya, S Verbeeck, ON Burov…
Index: Gulevskaya, Anna V.; Verbeeck, Stefan; Burov, Oleg N.; Meyers, Caroline; Korbukova, Inna N.; Herrebout, Wouter; Maes, Bert U. W. European Journal of Organic Chemistry, 2009 , # 4 p. 564 - 574
Full Text: HTML
Citation Number: 11
Abstract
Method A, 0–2 °C, overnight; Method B, room temp., overnight; Method C, DMF, room temp., 1.5 h; Method D, THF, room temp., overnight; Method E, 0–2 °C, 1.5 h; Method F, room temp., 1.5 h; Method G, THF, room temp., overnight. ... Total yield of 2b and 3a (8:1 ratio deduced by 1 H NMR). ... Compound 3b was also obtained in 10 % yield. ... The use of AgPy 2 MnO 4 instead of KMnO 4 led to the desired N-alkyl-2,4-dinitroanilines 2a–g in 37–73 % yields ( ...
Related Articles:
Synthesis of (alkylamino) nitroarenes by oxidative alkylamination of nitroarenes
[Devi; Achaiah; Malla Reddy Journal of the Indian Chemical Society, 1988 , vol. 65, # 8 p. 567 - 570]
[Burlov; Ikorskii; Uraev; Koshchienko; Vasil'chenko; Garnovskii; Borodkin; Nikolaevskii Russian Journal of General Chemistry, 2006 , vol. 76, # 8 p. 1282 - 1287]
[Adam, Claudia G.; Fortunato, Graciela G.; Mancini, Pedro M. Journal of Physical Organic Chemistry, 2009 , vol. 22, # 5 p. 460 - 465]
A new leaving group in nucleophilic aromatic substitution reactions (SNAr)
[Bakavoli, Mehdi; Pordel, Mehdi; Rahimizadeh, Mohammad; Jahandari, Pooneh Journal of Chemical Research, 2008 , # 8 p. 432 - 433]
Alkaline hydrolysis of N-ethyl-2, 4-dinitroacetanilide
[Skarzewski, Jacek; Aoki, Masaru; Sekiguchi, Shizen Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1764 - 1766]