Reactions of chlorinated pyrimidine derivatives with carbanions bearing nucleophugal groups at the carbanionic center

Reactions of chloro-, dichloro-, and trichloropyrimidines with carbanions b earing leaving groups at the carbanionic center are described. 2-Chloropyri midine and 2,4-dichloro-pyrimidine react at low temperature with trihalomet hyl carbanions to give covalent sigma-adducts and low yield of the Vicariou s Nucleophilic Substitution of Hydrogen (VNS) products. 4,5,6-Trichloropyri midine in the reactions with carbanions (-CH(X)SO(2)Tol, CBr3-) or other nu cleophiles (t-BuO-, NH3) gives diverse sub stituted products of chlorine wh ile in the reaction with CCl3- anion the VNS product in small amount.