1965 Volume 38 Issue 10 Pages 1586-1589
Reactions of alkyl halides with potassium cyanate have been carried out in several aprotic solvents. Dimethylformamide and dimethyl sulfoxide have been proved to play a superior role as aprotic solvents in the displacement reaction and also in the subsequent trimerization of the isocyanates. Several trialkyl isocyanurates have been obtained in yields better than those of the other known methods.
From 2-alkoxyethyl halides and 2-vinyloxyethyl chloride respectively, tris-(2-alkoxyethyl) isocyanurates and tris-(2-vinyloxyethyl) isocyanurate have been synthesized.
The presence of water in the reaction mixture results in the formation of 1,3-dialkyl ureas, consequently decreasing the yield of isocyanurates.
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