35182-75-3Relevant articles and documents
Ozone-mediated Reaction of Anilides and Phenyl Esters with Nitrogen Dioxide: Enhanced Ortho-reactivity and Mechanistic Implications
Suzuki, Hitomi,Tatsumi, Atsuo,Ishibashi, Taro,Mori, Tadashi
, p. 339 - 344 (2007/10/02)
In the presence of ozone, anilides 1 can be nitrated rapidly with nitrogen dioxide in chloroform at 0 deg C to give a high proportion of ortho-nitro derivatives (ortho:para = 1.2-4.4) in good yields.The phenyl esters 15 can be similarly nitrated on the aromatic ring without significant cleavage of the ester bond, giving a mixture of isomeric nitro derivatives in which the ortho-isomer predominantes (ortho:para = 1.1-1.5).The oridin of the enhanced ortho reactivity is discussed in terms of an electron-transfer process involving the nitrogen trioxide as initial electrophile.
Process for the preparation of p-nitroaniline compounds by the alkaline hydrolysis of mixed anilides
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, (2008/06/13)
Process for the preparation of certain substituted p-nitroaniline compounds essentially free of the corresponding o-nitroaniline compounds. The process comprises subjecting an alkanol solution of the anilides of such compounds to alkaline hydrolysis conditions, thereby effecting hydrolysis and precipitation of the p-nitroaniline compound essentially free of the undesired o-isomer. The compounds are intermediates useful in the preparation of azo pigments.
