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Paper | Regular issue | Vol 78, No. 3, 2009, pp.623-633
Published online, 20th October, 2008
DOI: 10.3987/COM-08-11535
■ A Convenient Method of Preparation of 3,3’-Dichloro-5,5’-bi-1,2,4-triazine and Its Synthetic Applications

Ewa Wolińska*

*Department of Chemistry, University of Podlasie, ul. 3-go Maja 54, 08-110 Siedlce, Poland

Abstract

A convenient method for preparing of 3,3'-dichloro-5,5'-1,2,4-triazine (4) and its application to the synthesis of 3,3'-diamino-5,5'-bi-1,2,4-triazines 6a i by the nucleophilic aromatic substitution are described. An attempt to synthesis of cyclophanes containing 5,5'-bi-1,2,4-triazine subunit by ring-closing metathesis of the alkenyl ethers 7a,b have been unsuccessful. A crossover experiment clearly shows that nitrogen atoms of the 1,2,4-triazine ring coordinate to the ruthenium catalyst and deactivate it.