Zur Chemie der 1,3,5-Triaza-2-phosphorinan-4,6-dione. Teil VII+. Über die Synthese von 2-Methoxy- und 2-Trimethylsiloxy-1,3,5-trimethyI- 1.3.5-triaza-2λ3-phosphorinan-4,6-dion sowie 2-Chlor-1,3,5-trimethyl- 1.3.5-triaza-2-oxo-2λ4-phosphorinan-4,6-dion / Chemistry of the 1,3,5-Triaza-2-phosphorinane-4,6-diones. Part VII. Synthesis of 2-Methoxy- and 2-Trimethylsiloxy-1,3,5-trimethyl-1.3.5-triaza-2λ3-phosphorinane-4,6-dione and 2-Chloro-1,3,5-trimethyl- 1.3.5-triaza-2-oxo-2λ4-phosphorinane-4,6-dione

Abstract

The reactions of 1,3,5-trimethylbiuret with methyldichlorophosphite, and of 2-chloro- 1.3.5-trimethyl-1,3,5-triaza-2λ3-phosphorinane-4,6-dione 1 with methanol or methoxytrimethylsilane furnished the methoxy-substituted triazaphosphorinane-dione 3. In the reaction of 2-hydro-1,3,5-trimethyl-1,3,5-triaza-2-oxo-2λ4-phosphorinane-4,6-dione 2 with diethylaminotrimethylsilane the corresponding trimethylsiloxy-substituted triazaphosphorinane- dione 4 was formed. The reactions of 3 and 4 with sulphuryl chloride gave 2-chloro-1,3,5-trimethyl-1,3,5-triaza-2-oxo-2λ4-phosphorinane-4,6-dione 5, whose synthesis via another route was described previously [7]. In the reaction of 1 with 4 the λ3P-O-λ3P-bridged compound 6 and trimethylchlorosilane were formed. Condensation reactions of the P(:O)C1 compound 5 with 2-chloroethylamine hydrochloride and bis(2-chloroethyl)amine hydrochloride in the presence of triethylamine furnished the amide derivatives 7 and 8. Compounds 3-5, 7 and 8 were characterized via their 1H, 13C, 31P NMR and mass spectra, compound 6 was characterized from its 1H and 31P NMR spectra only.