M. Yu. Dmitrichenko

1,3,4-Diazaphosphorine from n-acetylurea

In continuation of the authors study of phosphorylation of acetamides we found that N-acetylurea reacts readily with both a solution and with a dispersion of PCl/sub 5/ in benzene to form 2,6-dichloro-1,3,4-diazaphosphorine (I), a crystalline compound which is stable during distillation in vacuo, but which hydrolyzes in air. Compound (I) is soluble in benzene, diethyl ether, and chloroform. The elemental analysis and /sup 31/P, /sup 1/H, and /sup 13/C NMR and /sup 35/Cl NQR spectroscopy data conform well with the proposed structure of compound (I).

Synthesis of 1,3,4-thiadiazaphospholes from 1-phenoxy-2-thiocyanatoethene

1-Phenoxy-2-thiocyanatoethene undergoes reaction with phosphorus pentachloride with the participation of two reaction centers, vinyl and thiocyanate groups, to form a phosphorus-containing heterocycle, a derivative of 1,3,4-thiazaphosph-2-ole. Transformations of the phosphorylation product were studied. The /sup 1/H, /sup 31/P, and /sup 13/C NMR spectra were recorded on a WP-200SY Bruker spectrometer at room temperature. The stabilization was carried out with respect to a deuterium signal in CDCl/sub 3/. The /sup 31/P NMR signals were recorded relative to 85% H/sub 3/PO/sub 4/ as external standard (the positive values designate shift to the weak field) with a heteronuclear broadband uncoupling from protons.