Synthesis of Novel Phthalazines Containing Heterocyclic Moieties
Maher A. El-Hashash, Dalal B. Guirguis, Nayera A.M. Abd El-Wahed, Mohamed A. Kadhim
The phthalazine (1) was allowed to react with 2-aminoethanol; allyl bromide; benzoyl chloride; 2-chloroethanol; phosphorous pentasulfide; ethyl cyanoacetate; phenyl isothiocyanate; piperazine and ethyl piperazine-1-carboxylate to give (2) ; (18) ; (17) ; (12) ; (9) ; (15) ; (19) ; (7) and (8). The compound (2) was allowed to react with phenyl isothiocyanate; acetic anhydride and piperonaldehyde giving (3) ; (5) and (6). (3) reacted with diethyl malonate to give the pyrimidine derivative (4). The thione (9) reacted with hydrazine hydrate followed by anisaldehyde to give (10) and (11). The phthalazinone derivative (12) reacted with phenol and catechol to give (13a; b). Acetylation of (13b) gave the diacetyl derivative (14). Finally (15) reacted with phenyl hydrazine gave the propenoic acid phenylhydrazide (16). The new compounds were synthesized with the objective of studying their antifungal and antimicrobial activity. Some of them gave positive results. The newly synthesized compounds were characterized on the basis of their spectral (1H-NMR; Mass spectrum; IR and Elementary analysis).
Keywords: Piperazine, phenylhydrazine, allyl bromide, diethylmalonate
Edition: Volume 3 Issue 5, May 2014
Pages: 1701 - 1705