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The reaction of 5,6-benzo-2-chloro-1,3-dimethyl-1,3,2-diazaphosphorinane-4-one (1) with trimethylsilyl azide led to the substituted cyclotriphosphazene (3). A monomeric reaction product was not observed by NMR spectroscopy. The diazaphosphorinane 2, with the 2-chloroethyl substituent bonded to the nitrogen atom in a-position to the carbonyl group, did not react with trimethylsilyl azide. An attempt to prepare 3 from N,N'-dimethylanthranilamide 5 and hexachlorocyclotriphosphazene 4 failed, as did the attempt to react 5 with phosphorus pentachloride. The reaction of 5,6-benzo-2-{bis(2-chloroethyl)amino}-1,3-dimethyl- 1.3.2-diazaphosphorinane-4-one (7) and of the related compound 9, bearing only one 2-chloroethyl substituent, with 4-nitrobenzoyl azide furnished, in a normal Staudinger fashion, the monomeric products 8 and 10. In the case of 10, intramolecular P=O···H interaction was demonstrated by IR spectroscopy.

zeitschrift für naturforschung b

Umsetzungen von 2-chlor- und 2-organoaminosubstituierten 5.6-Benzo-1,3-dimethyl-1,3,2-diazaphosphorinan-4-onen mit Aziden / Reactions of 2-Chloro- and 2-Organoamino-Substituted 5.6-Benzo-1,3-dimethyl-1,3,2-diazaphosphorinane-4-ones with Azides