Issue 93, 2016

Green process development for the preparation of 2,6-dibromo-4-nitroaniline from 4-nitroaniline using bromide–bromate salts in an aqueous acidic medium

Abstract

An organic solvent-free process for the preparation of 2,6-dibromo-4-nitroaniline, (an important intermediate in the synthesis of azo disperse dyes) from 4-nitroaniline using 2 : 1 bromide–bromate salts under an aqueous acidic medium at ambient conditions has been developed. The 2 : 1 bromide–bromate couple could be obtained by mixing pure NaBr/NaBrO3 salts or by adjusting the 5 : 1 mole ratio of NaBr/NaBrO3 (obtained in an aqueous solution as an intermediate from the bromine manufacture industry by a cold process) to 2 : 1 by the addition of a suitable oxidant. After completion of the reaction the product was purified by simple filtration and washing with water. The aqueous acidic filtrate was recycled up to five times without loss of purity and yield of the product. The method was extended to other aromatic substrates.

Graphical abstract: Green process development for the preparation of 2,6-dibromo-4-nitroaniline from 4-nitroaniline using bromide–bromate salts in an aqueous acidic medium

Supplementary files

Article information

Article type
Communication
Submitted
19 شعبان 1437
Accepted
13 ذو الحجة 1437
First published
13 ذو الحجة 1437

RSC Adv., 2016,6, 90184-90187

Green process development for the preparation of 2,6-dibromo-4-nitroaniline from 4-nitroaniline using bromide–bromate salts in an aqueous acidic medium

V. Pappula and S. Adimurthy, RSC Adv., 2016, 6, 90184 DOI: 10.1039/C6RA13680J

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