Heterocyclic Compounds
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ChemInform Abstract: Formation and Destruction of Diazine Ring under Conditions of the Vilsmeier—Haack Formylation of 4-Dialkylaminonaphthalic Acid Derivatives.
First published: 31 May 2010
Abstract
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ChemInform Abstract
The 4-dimethylaminonaphthalic acid derivatives (I) react with DMF under Vilsmeier—Haack conditions to yield the quaternary salts (III) instead of expected carbaldehydes. The quaternized diazine ring is hydrolyzed in alkaline aqueous media to diamines [cf. (IV)].
