Year 2005, Month 12 (Section Full Articles, Page 2873)
4-(N,N-Dialkylthiocarbamoylthio)-5-nitropyrimidines
as new potential nitric oxide donors
O. B. Ryabova, E. Yu. Khmel´nitskaya, V. A. Makarov, L. M. Alekseeva, N. B. Grigor´ev, and V. G. Granik
On heating at pH 6.86, 4-(N,N-dialkylthiocarbamoylthio)-5-nitropyrimidines are transformed into dithiolopyrimidines, which are either oxidized to bis(4-dialkylthiocarbamoylpyrimidin-5-yl) disulfides or converted into 4,6-diamino-5-nitropyrimidine derivatives with carbon disulfide elimination. The direction of the reaction is determined by the nature of a substituent in position 2 of pyrimidine and the bulk of the thiocarbamate substituent. Mechanistic schemes for these processes were proposed.
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