2-Thiouracil (1) reacts with TAP(5a,b) to give the respective 1,3-dialkyl derivatives 2 along with the monophosphonates 10, 11 and 15. On the other hand, component 2a reacts with 5a and 5b to give one and the same product, proved to be dithiouracil 22,5-Nitrouracil (3) reacts with 5 by a different pathway to give mainly the new pyrimidines 27 (major) and the alkylated derivatives 4a,b (minor). Reactions of 1 and 3 with DAP (6a,b), proceed, only in the presence of p-TsOH to give the monophosphonates 15 and 28, respectively.
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Abdou et al. (1996) studied this question.
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