Abstract
3-Hydroxy- (I),3-mercapto- (II), and 3-amino-5-(2-furyl)-1,2,4-triazines (III) are prepared by cyclizing respectively the semicarbazone, thiosemicarbazone, and guanidylhydrazone of 2-furylglyoxal. Treatment of III with nitrous acid converts it to I. Iodine oxidizes II to the disulfide. Depending on the reaction conditions,2-furylglyoxal hydrate and aminoguanidine, give 5- and also 6-(2-furyl)-substituted 3-amino-1,2,4-triazines. Under the same conditions the undehydrated furylglyoxal and aminoguanidine give only the 5-(2-furyl) derivative. Hydrochlorides and N-acetyl derivatives of the two amines are prepared.
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Saldabol, N.O., Hiller, S.A. Syntheses in the methyl-2-furylketone series. Chem Heterocycl Compd 3, 9–11 (1967). https://doi.org/10.1007/BF00944245
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DOI: https://doi.org/10.1007/BF00944245