An improved synthetic method of phenazine-1-carboxylic acid

Q. Y. Zhan, X. L. Zhu, H. Huang, Q. Liu, H. J. Zhu

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

An improved synthetic method of a natural fungicide, phenazine-1-carboxylic acid, was reported. In brief, the process constitutes of (a) one-pot synthesis of 1-methyphenazine (IV) from pyrocatechol and 3-methyl-2-aminoaniline, (b) Wohl-Ziegler bromination of IV, (c) hydrolyzation of 1-bromomethylphenazine (III) in aqueous solution of Na2CO3/N,N-dimethylformamide (1.1:1, v/v), (d) oxidation of 1-phenazinemethanol (II) by O2 under the catalyzation of N-bromosuccinimide. This method provided an effective synthesis of phenazine-1-carboxylic acid in the overall yield of 66 %.

Original languageEnglish (US)
Pages (from-to)3355-3360
Number of pages6
JournalAsian Journal of Chemistry
Volume27
Issue number9
DOIs
StatePublished - Sep 1 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Keywords

  • Natural fungicide
  • One-pot
  • Oxidation
  • Phenazine-1-carboxylic acid

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