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Владимир Г. Илькин, Лидия Н. Дианова, Василий А. Бакулев, Вера С. Берсенева, Дмитрий А. Савельев, Татьяна В. Березкина
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The rearrangement of 5-amino-1-aryl-1,2,3-triazole-4-carbothioamides was investigated. The process was optimized by varying the solvent, temperature, and the type of base. The optimal reaction conditions were found, and new 1-unsubstituted 5-arylamino-1,2,3-triazole-4-carbothioamides were synthesized. It has been shown that 1-aryl-1,2,3-triazoles containing a nitro group in the para position undergo rearrangement upon heating under reflux in n-butanol in the absence of a base. The rearrangement of compounds containing halogen, hydrogen, methyl, or methoxy groups in the aryl moiety requires the use of a base. The structure of the obtained compounds was confirmed by the data of NMR spectroscopy and mass spectrometry.


azides; thioamides; 1,2,3-triazoles; Dimroth rearrangement.

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