SYNTHESIS AND CHARACTERIZATION OF 2-SUBST ITUTED ,6-BENZO-1-METHYL-3-R-1,3,2-DIAZAPHOSPHORIN-4-ONES (R=2-MORPHOLINOETHYL, 1-ADAMANTYL) CONTAINING PHOSPHORUS WITH COORDINATION NUMBERS 3, 4 AND 5

The reaction of N-methylisatoic anhydride with 2-morpholinoethylamine or 1-amino-adamantane furnished N-methyl-N'-(2-morpholinoethyl)anthran ilamide 1 and N-methyl-N'-(1 -adamantyl)anthranilamide 2, respectively . 1 and 2 are intermediates in the synthesis of the 2-chloro-3-methyl- 1,3,2 lambda(3)-diazaphosphorinones 3 and 4 by reaction of 1 and 2 wit h PCl3. The reaction of 3 with bis(2-chloroethyl)amine hydrochloride/t riethylamine or (2-chloroethyl)amine hpdrochloride/triethylamine forme d the 2 substituted diazaphosphorinones 5 and 6. Hydrolysis of 3 led t o the 2-oxo-lambda(4)P-compound 7. The reaction of 6 with hexafluoroac etone furnished the (lambda(5)) phosphorane 8. 5 reacted with C7H8Cr(C O)(4) to form complex 9 whereas oxidation of 5 with the H2O2: urea 1:1 adduct yielded the phosphoryl compound 10. The crystal structure of 1 displays two independent molecules that show different chain conforma tions. Both molecules form chains parallel to the y-axis by intermolec ular N(amide)-H ... O(amide) bonds. The crystal structure of 6 shows a half-boat conformation for the phosphorinone ring; the P atom lies ou t of the plane. Again the molecules are linked by H-bonds into chains parallel to the y-axis.