Journal of the Chemical Society C: Organic

The Dimroth rearrangement. Part IX. The formation and isomerisations of propynyl (and related)-iminopyrimidines

DJ Brown, BT England

Index: Brown,D.J.; England,B.T. Journal of the Chemical Society [Section] C: Organic, 1967 , p. 1922 - 1927

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Citation Number: 1

Abstract

The insertion of a 5-allyl, a prop-2-ynyl, or a prop-1-ynyl substituent into 1, 2-dihydro-2-imino- 1, 4, 6-trimethyl-pyrimidine progressively decreases the basic strength and increases the rate of Dimroth rearrangement into the corresponding 4, 6-dimethyl-2- methylaminopyrimidine; similar effects follow replacement of the 1-methyl group in the same imine by such substituents. Condensation of 3-(prop-2-ynyl) acetylacetone with guanidine ...