Electrophilic aminiation of pyrimidine-2-thiones. Synthesis of zwitterionic 2-aminothiophyrimidinium-N-ylides, pyrimidine-2-ones and bicyclic pyrimidinium compounds

Article abstract of DOI:10.1016/S0040-4020(01)90229-7

1-Amino-pyrimidine-2-thiones 2 or 11 and 1-acylmethyl-pyrimidine-2-thiones 13 react with 3,3-pentamethyleneoxaziridine 3 or hydroxylamine-O-sulfonic acid by electrophilic amination of the sulfur atom yielding zwitterionic 2-amino-1-imidothiopyrimidinium-N