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Short Communication - Journal of Pharmaceutical Chemistry & Chemical Science (2021) Volume 5, Issue 1
Synthesis and heterocyclization of z,e isomers of some nitroso group containing organophosphorus compounds
The reaction of diethyl phosphite with isonitrosoacetoacetic eter and isonitrosoacetylacetone under the conditions of the Todd-Atherton reaction leads to obtaining mixture of Z and E isomers ethyl 3- (diethoxyphosphoryloxy)-2-nitroso-but-2-enoate and 4-(diethoxyphosphoryloxy) -2-nitroso-3-penten-2- on in 60 and 70% yield, respectively. The reaction of ethyl 3- (diethoxyphosphoryloxy) -2-nitrosobut-2- enoate with urea in the presence of sodium ethylate solution, is stirred at room temperature for 2 h, then refluxed 3 h giving 2,6-dihydroxy- 4-methyl-5-nitrosopyrimidine in 80 % yield.
Author(s): Virab Kirakosyan, Andranik Davinyan