Synthesis of new heterocyclic compounds derived from 5,10-Dihydrophenophosphazine

Abstract EN

This work comprises the synthesis of 18 new N- substituted 5,10- dihydrophenophosphazine.

The diphenylamine was chosen as the starting material , which was reacted with phosphorus trichloride at elevated temperature (200-220)0C for 6 hrs, followed by treating the reaction mixture with water to yield 5,10- dihydrophenophosphazine-10-oxide(1), this was reacted with ethylchloroacetat to obtain ethyl(5,10-dihydrophenophosphazine-10- oxide)acetate(2).

Compound (2) was converted to acid hydrazide by treating with hydrazine hydrate (98 %) to obtain 5-(5,10-dihydrophenophosphazine) acetohydrazide-10-oxide (3).

The acid hydrazid was used to react with phenylisocyanat, phenylthioisocyanat to give (4,7) respectively which were used to prepare different heterocyclic compounds.

Compound (5) was performed by the intramolecular cyclization of (4) in the presence of NaOH(2N).Compound (8) was synthesized by interaction of (7) with NaOH(2N).Compound (6) and (9) were obtaind upon the reaction of semicarbazide (4) and thiosemicarbazide (7) with phosphoric acid at 1200C.

Compound (3) undergoes the character condensation reaction with different aromatic aldehyde in ethanol gave the shiff bases (10-18).