Synthesis of substituted dinitrophenylketones and phenyl-acetic acids – Part III

A.B. Sen & P. M. Bhargava

Published in: Journal of the Indian Chemical Society, 1947, 25, 282-284

Abstract:

2: 4-Dinitro-6-iodophenylacetone and 2: 4-dinitro-6-iodophenylacetic acid have been prepared by the ketonic and add hydrolysis respectively, of 2:4-dinitro-6-iodophenylacetoacetic ester. 2-Methyl 3- ethylcarboxy-5-iodo-7-aminoindole has been obtained by the reduction of the above mentioned ester with iron powder and water.

In the previous communications of this series (this Journal, 1947, 24, 268, 371) it has been shown that 1-chloro-2 : 6-dinitro-4-bromobenzene and 1-chloro-2 : 4-dinitro-6- bromobenzene condense easily with acetoacetic and malonic esters in absolute ether, and the condensation products, so obtained, yield the respective dinitrobromophenylacetic acids and acetones on hydrolysis with alkali and acid respectively.

In this paper this reaction has been extended to 1-chloro- 2:4-dinitro-6-iodobenzene.

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Synthesis of substituted dinitrophenylketones and phenyl-acetic acids – Part III. A B SEN & P M BHARGAVA. Journal of the Indian Chemical Society, 1947, 25, 282-284.

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