Reaction of Alkyl(dialkoxyphosphoryl)alkanimidates with Phenyl Isothiocyanate

Authors: Shishkin V.E.; Mednikov E.V.; No B.I.

Source: Russian Journal of General Chemistry, Volume 73, Number 8, August 2003 , pp. 1204-1207(4)

Publisher: MAIK Nauka/Interperiodica

Buy & download fulltext article:

Price: $45.00 plus tax (Refund Policy)

Abstract:

A slow reaction of C-phosphorylated imidates with phenyl isothiocyanate proceeds selectively via nucleophilic addition by the carbon-nitrogen double bond, involving the = N-H group, to form thiourea derivatives in yields of up to 77%. The reaction accelerates in the presence of triethylamine. Reaction kinetics were studied. It was found the the rate constants vary in parallel with basicity (pK_a) of the starting imidates.

Document Type: Research article

DOI: http://dx.doi.org/10.1023/B:RUGC.0000007642.42341.75

Affiliations: 1: Volgograd State Technical Universiry, Volgograd, Russia

Publication date: 2003-08-01