- Synthesis and Structure Elucidation of 3-Methoxy-1-methyl-1H-1,2,4-triazol-5-amine and 5-Methoxy-1-methyl-1H-1,2,4-triazol-3-amine
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Previously it was shown that condensation of dimethyl N-cyanodithioimidocarbonate (1a) with methylhydrazine gave predominantly 1-methyl-5-methylthio-1H-1,2,4-triazol-3-amine (2), which was initially identified erroneously as the regioisomer 1-methyl-3-methylthio-1H-1,2,4-triazol-5-amine (3).We have found that reaction of dimethyl N-cyanoimidocarbonate (1b) with methyl hydrazine affords a high yield of 3-methoxy-1-methyl-1H-1,2,4-triazol-5-amine (4) rather than the regioisomer 5-methoxy-1-methyl-1H-1,2,4-triazol-3-amine (5).The structure assignement of 4 was confirmedby X-ray crystallographic analysis of the benzenesulfonyl isocyanate adduct 7.Triazole 5 was obtained after reacting dimethyl N-cyanothioimidocarbonate (1c) with methylhydrazine.
- Selby, T. P.,Lepone, G. E.
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