Synthetic Communications p. 738 - 745 (2008)
Update date:2022-08-16
Topics:
Belletire, John L.
Bills, Robert A.
Shackelford, Scott A.
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% 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. Copyright Taylor & Francis Group, LLC.
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