Reaction of Thiophosphoryl Trichloride with N,N'-Diphenylthiourea

Abstract

New heterocyclic thiophosphoric compounds containing the N-C-N sequence in the ring were prepared by the reaction of thiophosphoryl trichloride (PSCl3) with N,N'-diphenylthiourea. Depending on the reaction conditions, two types of heterocyclic compounds were obtained, namely 2-chloro-1,3-diphenyl-1,3,2λ5-diazaphosphetidine-2,4-dithione (1) and 2-chloro-1,3,5-triphenyl-1,3,5,2λ5-triazaphosphinane-2,4,6-trithione (2). N,N',N″-Triphenylguanidinium chloride (3) was identified in the reaction mixture as a by-product in all cases. The course of reactions was followed by 31P NMR spectroscopy and compound 3 was characterized by single-crystal X-ray diffraction.