Synthesis, Inv
Synthesis,
Investigation of Mass Spectra and Antimicrobial Activity of
2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione and its Derivatives
Mohamed A. Zein
Chemistry Department,
Faculty of Science, Damanhour University, Damanhour, Egypt
Abstract: Treatment
of Anthranilic acid with chloroacetylchloride in presence of sodium acetate
gave 2-(chloromethyl)-4H-benzo[d][1,3]oxazin-4-one (1), that fused with
ammonium acetate to give 2-(aminomethyl)quinazolin-4(3H)-one (2). The compounds
2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione [3] was prepared from
cyclization of (2) with ethyl chloroacetate in presence of fused sodium
acetate . Treatment of (3) with acetic anhydride and/or with acetic anhydride
in presence of fused sodium acetate yielded the corresponding
2-acetyl-2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione (4) and
1,2,3-triacetyl-2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione (5)
respectively. The reaction of (3) with diazonium chloride gave
1,3-bis((aryl)diazenyl)-2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione (6)
which can be acetylated with acetic anhydride to give
2-acetyl-1,3-bis((aryl)diazenyl)-2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione
(7). The electron impact mass spectra of the above series of compounds have
also been recorded and their fragmentation pattern is discussed. The prepared
compounds also exhibited antimicrobial activity.
[Mohamed A. Zein. Synthesis, Investigation of Mass
Spectra and Antimicrobial Activity of
2,3-dihydro-1H-pyrazino[2,1-b]quinazoline-4,6-dione and its Derivatives. J Am Sci 2012;8(10):213-220].
(ISSN: 1545-1003);. http://www.jofamericanscience.org. 32
Keywords: benzo[d][1,3]oxazinone, pyrazine,
quinazolin-4,6-dione , Antimicrobial activity Full Text 32
