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

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.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Jun 01, 2007
Accession Number
ADA475815

Entities

People

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

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Air Force Research Laboratories
  • Alcohols
  • Alkylation
  • Antifungal Agents
  • Barometric Pressure
  • Chemical Synthesis
  • Chemistry
  • Chloroform
  • Conversion
  • Distillation
  • Extraction
  • Materials
  • Microwaves
  • Military Research
  • Reaction Time
  • Removal

Fields of Study

  • Chemistry

Readers

  • Distributed Systems and Data Platform Development
  • Organic Chemistry