Practical Methylation Procedure for (1H)-1,2,4-Triazole (Postprint)

Abstract

Conversion of (1H)-1,2,4-triazole to its sodium salt with methanolic sodium methoxide is followed by reaction with iodomethane. A scalable approach that overcomes problems associated with water-soluble starting material and water-soluble product combined continuous extraction (chloroform/water) with a final short-path distillation under a controlled vacuum to obtain spectroscopically pure 1-methyl-1,2,4-triazole in 63 percent yield. Adaptation to microwave synthesis conditions, while providing a faster reaction time, offers no product yield or purification advantages over the conventional approach described. Conversions of this product to related derivatives such as 1,4-dimethyl-1,2,4-triazolium iodide and 1-methyl-1,2,4-triazolium hydrochloride are readily achieved.

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Document Details

Document Type
Technical Report
Publication Date
Sep 01, 2007
Accession Number
ADA491734

Entities

People

  • John L. Belletire
  • Robert A. Bills
  • Scott A. Shackelford

Organizations

  • Air Force Research Laboratory

Tags

DTIC Thesaurus Topics

  • Abstracts
  • Air Force
  • Air Force Research Laboratories
  • Conversion
  • Department Of Defense
  • Information Operations
  • Materials
  • Methylation
  • Military Research
  • Reaction Time

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Systems Analysis and Design