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Preparation of carbon-14 labeled hair dyes: Nitrophenylenediamine

โœ Scribed by Louise Fudala; Anita H. Lewin

Publisher
John Wiley and Sons
Year
1996
Tongue
French
Weight
263 KB
Volume
38
Category
Article
ISSN
0022-2135

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โœฆ Synopsis

Nitration of N-ethoxy~arbonyl-[U-~~C]aniline with two equivalents of nitric acid in sulfuric acid afforded N-ethoxycarbonyl-2,4-dinitro-[U-l4C]aniline which was deprotected quantitatively to P,Cdinitro-[U-l4C]aniline. Selective hydrogenation provided 99.5% radiochemically pure [U-I 4C]nitrophenylenediamine with specific activity 25.6 mCi/mmol in 20% radiochemical yield.

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Friedel-Crafts acylation of [U-14C]pdichlorobenzene with 3,6-dichloro hthalic anhydride in aluminum bromide melt followed by oleum cyclization afforded [U-p4C]-1 ,4,5,8-tetrachloroanthraquinone. Potassium fluoride mediated amidosulfonation followed by hydrolysis gave [U-14C]-1,4,5,8-tetraaminoanthra