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J. Iran. Chem. Soc., Vol. 1, No. 1 September 2004, pp.33~39.

Current location: JICS Archive > Vol. 1 > No. 1 > Articles : 3

Facile Entries for Regioselective Synthesis of [1,2,4]Triazolo- [4,3-a]pyrimidin-5(1H)-ones from 2-Thiouracil


A.S. Shawalia,*, I.M. Abbasa and A.M. Mahranb


a Department of Chemistry, Faculty of Science, University of Cairo,Giza,Egypt
b National Research Centre, Dokki, Giza, Egypt


Three new alternative synthetic strategies  based on reactions of hydrazonoyl halides 3 with 2-methylthiouracil 2 and treatment of either 2-pyrimidinyl thiohydrazonates 8 or the diazonium coupling products of active (pyrimidin-2-ylthio)methylene compounds 12 with sodium ethoxide in ethanol are described for the title compounds. The mechanisms and regiochemistry of the studied reactions are discussed.


Keywords: Heterocycles, Hydrazones, Rearrangement, Synthetic methods, 1,2,4-Triazolo-pyrimidine

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