Abstract

On heating, 5-nitropyrimidin-4-yl dialkyldithiocarbamates undergo two types of transformations. One type of these transformations involves intramolecular ipso-substitution of the nitro group to form bis(4-dialkylcarbamoylthiopyrimidin-5-yl) disulfides, whereas another type of transformations involves elimination of carbon disulfide to give 4,6-diamino-5-nitropyrimidine derivatives. The reaction pathway is controlled by the steric effect of the substituent at position 6 of the pyrimidine ring.

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