T. Okawa et al., METHYL HENYLPHOSPHORANYLIDENEAMINO)PYRAZINE-2-CARBOXYLATE - SYNTHESIS, CRYSTAL-STRUCTURE AND USE IN PTERIDIN-4(3H)-ONES SYNTHESIS, Journal of the Chemical Society. Perkin transactions. I, (3), 1996, pp. 247-254
The title iminophosphorane 6 has been prepared from methyl 3-aminopyra
zine-2-carboxylate 1 by a modified Kirsanov method using a triphenylph
osphine-hexachloroethane-triethylamine system. The crystal structure o
f 6 illustrated an iminophosphorane function (N=P bond). 2,3-Disubstit
uted pteridin-4(3H)-ones were obtained in a one-pot reaction of 6 with
isocyanates, followed by heterocyclization on addition of alcohols or
amines.