Synthesis of some heterocyclic compounds containing mixed and non-mixed and relevant compounds (4H) 3,1-benzoxazin-4-one and 4(3H) quinazolinone

Abstract

Reaction of 2-(6-iodo-3,1-benzoxazin-2-yl)benzoic acid (1) with hydrazine hydrate in boiling ethanol to give the major product of the phthalazinoquinazolinone2 and 3-aminoquinazolinyl benzoic acid 2’. the reaction of the benzoxazone1 with formamide and thiosemicarbazide gave the corresponding quinazolinones3 and 4. But the reaction of compound 1 with sodium azide afforded the corresponding benzimidazolone derivative 5. The reaction of benzoxazinone1 with 2- aminopyridine afforded the corresponding spiroderivatives6. Moreover, the reaction of the benzoxazone 1 with aromatic amine namely p-aminobenzoic acid, p-anisidine and o-tolidine afforded the corresponding quinazolinone derivatives 7 and 8 respectively. Also, reaction of the compound 1 with aliphatic amine namely nutanol amine and glycine afforded the corresponding quinazolinone derivatives 9 and 10. Reaction of benzoxazone with acid hydrazide namely acetic acid hydrazide and benzoic acid hydrazide afforded 3-actamido- and benzamido -quinazolinone derivatives 11 and 12 respectively. Reaction of compound 1 with 2-glucosamine gave 13 that acetylated to afford the compound 14. Reaction of benzoxazinone1