SYNTHESIS OF FUSED SYSTEMS CONTAINING AN ANGULAR NITROGEN ATOM FROM SUBSTITUTED 2 BENZYL 4 HYDRAZINOPYRIDIMINES
DOI:
https://doi.org/10.1007/51Keywords:
hydrazides, hydrazone, Dimroth rearrangement, pyrimidine, pyrimido[6, 1 c][1, 2, 4]triazine, 1, 4 triazolo[2, 3 c]pyrimidine, 4 triazolo[4Abstract
The condensation of substituted 2‑benzyl‑4‑hydrazinopyrimidines with phenylpyruvic acid gave the corresponding hydrazones, which cyclize upon the action of POCl3 to give derivatives of pyrimido[6,1‑c][1,2,4]‑triazine. The substituted 2‑benzylpyrimidinylhydrazides of some carboxylic acids react with POCl3 to give 1,2,4‑triazolo[4,3‑c]pyrimidines. The reaction of 7‑benzyl‑5‑methyl‑1‑phenyl‑1,2,4‑triazolo[2,3‑c]pyrimidine with sodium ethylate leads to rearrangement and formation of 7‑benzyl‑5‑methyl‑2‑phenyl‑1,2,4‑triazolo[2,3‑c]pyrimidine.
Authors: G. G. Danagulyan, L. G. Sahakyan, and G. A. Panosyan.
English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (2), pp 185-189