Fluorinated Azo Dyes. 1a I. Synthesis and Spectral Properties of 3, 5-Difluoro-4-N-methylaminoazobenzene, 2, 6-Difluoroacetanilide, and Related Compounds

N Ishikawa, MJ Namkung…

Index: Ishikawa,N. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 3878 - 3882

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Citation Number: 12

Abstract

Synthesis of 3, 5-difluoro-4-N-methylaminoazobenzene and related azo dyes is described. The named dye was made from 2, 6-difluoro-1, 4-phenylenediamine. A practical synthesis for the latter was devised by coupling sodium 3, 5-difluoroanilinomethanesulfonate with p- nitrobenzenediazonium chloride and reductively splitting this, as the 4-acetyl derivative, with palladium on carbon and 85% hydrazine hydrate to give a high yield within a short time. ...

 Related Synthetic Route

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