Synthesis Of Some Substituted 1,2,5-Oxadiazino [2-3,b] Quinazoline And Some 1,3-Oxazole Derivatives
JOURNAL OF EDUCATION AND SCIENCE,
2013, Volume 26, Issue 1, Pages 10-16
In this paper the synthesis of some 1,2,5- oxadiazino [2-3,b] quinazoline and some substituted 1,3- oxazole are reported, alanine and valine were reacted with benzoyle chloride in sodium hydroxide solution to give N- benzoyle alanine or valine (1,2), which was treated with thionyl chloride then with anthranilic acid to give 2-(N- benzoyle substituted methyl amine)-1,3- benzoxazine -4- one (3,4), the resultant substituted benzoxazine were converted to 2-(N- benzoyl substituted) – 3- hydroxyl quinazoline -4- one (5,6) by their reaction with hydroxyl amine hydrochloride in abs. ethanol, and the resultant substituted quinazoline reacted with phosphorous pentachloride to obtain the 4- substituted -6- phenyl -1,2,5- oxadiazino [2-3,b] quinazoline (7,8), also reaction of 2-(N- benzoyl substituted methyl amine)-1,3- benzoxazine -4- one (3,4) with hydroxyl amine hydrochloride in pyridine afforded 4- substituted -6- phenyl – 1,2,5- oxadiazino [2-3,b] quinazoline (7,8).
Reaction of the N- benzoyle alanine or valine (1,2) with thionyl chloride in abs. ethanol to give N-benzoyl ethyl alanine or valine (9,10) and when treated the ester with phosphorous oxychlorid gave 1- phenyl-4- substituted -5- ethoxy -1,3- oxazole(11,12).
The structure of the synthesis compounds were confirmed by IR, UV. Spectra and physical means.
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