الفهرس | Only 14 pages are availabe for public view |
Abstract This work deals with synthesis and behaviour of some static benzoxazinone derivatives, namely, 2-phenylamino-6,8-dibromo-4H-3,1-benzoxazin-4-one and 2-furyl-4H-3,1-benzoxazin-4-one. The 2-phenylaminobenzoxazinone derivative was obtained from the interaction of 3,5-dibromo anthranilic acid with phenylisocyanate in boiling dry toluene. The 2-furyl benzoxazinone derivative was obtained from the reaction of anthranilic acid with furoyl chloride in pyridine and identified via m.p. and m.m.p. determination. The behaviour of 2-phenylaminobenzoxazinone towards nitrogen and sulfur nucleophiles has been investigated and structure of all products has been elucidated by physical and chemical tools. Some of the products, e.g. 3-aminoquinazolinone used as a key starting material for synthesis of some interesting heterocyclic compounds e.g. triazole and triazine derivatives, 4(3H)-quinazolinone derivative was converted to 3-ethoxycarbonyl methylquinazolinone via its interaction with ethyl chloroacetate. The ester derivative converted to the corresponding hydrazide. The latter compound was subject to react with carbon electrophiles e.g. phenylisocyanate, aromatic aldehydes, carbon disulphide, and methyl iodide and yielded thiocarbamoyl derivative, hydrazone derivatives and dithioc ester respectively. |