Triazines and related products. Part V. The structure of some red N-alkyl-1,2,3-benzotriazines

H N E Stevens, M F G Stevens

Research output: Contribution to journalArticlepeer-review

Abstract

Alkylation of 4-arylamino-1,2,3-benzotriazines with alkyl iodides in ethanol affords the N-2 alkyl iodides which on basification yield the deep-red anhydro-2-alkyl-4-arylamino-1,2,3-benzotriazinium hydroxides. In contrast alkylation in sodium ethoxide solution affords isomeric products substituted at N-2 and N-3. The site of alkylation of the N-2 substituted series has been confirmed by reduction studies; hydrazine in ethanol containing Raney nickel efficiently degrades the triazine ring. The chemical and spectroscopic properties of the red triazines have been investigated.

Original languageEnglish
Pages (from-to)2289-2298
Number of pages10
JournalJournal of the Chemical Society C: Organic
Issue number17
Publication statusPublished - 1970

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