REACTIONS OF SOME NEW PHTHALAZINONE DERIVATIVES WITH HYDRAZINES, AMINES, ALKYLATING-AGENTS AND AROMATIC-ALDEHYDES

The synthesis of 4-(biphenylyl)-1-(2H)phthalazinone (I) is described. The action of hydroxylamine on o-xenoylbenzoic acid is investigated. Reaction of phthalazinone with acetic acid/acetic anhydride gave a mixture of 2 N-acetyl- and 1-acetoxy-4-biphenyl phthalazinone (III and IIIa'). Condensati...

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Bibliographic Details
Published inRevue roumaine de chimie Vol. 39; no. 7; pp. 827 - 832
Main Authors SOLIMAN, FMA, SOUKA, LM, ABDELGHAFFAR, NF
Format Journal Article
LanguageEnglish
Published BUCHAREST Editura Academiei Romane 01.07.1994
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Summary:The synthesis of 4-(biphenylyl)-1-(2H)phthalazinone (I) is described. The action of hydroxylamine on o-xenoylbenzoic acid is investigated. Reaction of phthalazinone with acetic acid/acetic anhydride gave a mixture of 2 N-acetyl- and 1-acetoxy-4-biphenyl phthalazinone (III and IIIa'). Condensation of aromatic aldehydes with 2 N-acetylphthalazinone IIIa yielded 2N-cinnamoyl-1 (2H)phthalazin IV. The lactim form of phthalazinone was also investigated through the reaction with ethylchloroacetate. Structures of (V), (VI), (VII a and b) and (VIII) were established. The action of primary and secondary amines on ester (V) was also investigated. The interaction of the ester (V) with aromatic aldehydes under Stobbe condensation afforded the expected derivatives (IX a - h). Mannich reaction with 4-biphenyl-1-(2H)phthalazinone was also studied. Structures assignments for the new products were based upon elemental analysis and spectral data.
ISSN:0035-3930