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Reaction of substituted benzylideneacetylacetones with hydroxylamine hydrochloride
Authors:Takushi Kurihara  Toshiko Sakaguchi  Hiroshi Hirano
Abstract:The reaction of α,β-unsaturated β-diketones, such as 3-(o-chloro, m-nitro, and o-nitrobenzylidene)acetylacetones (I, II, and III) with hydroxylamine hydrochloride was carried out. Among them, compound I and II in acetonitrile, methanol, and acetic acid afforded 4-(α-hydroxy, methoxy, acetoxy, and chlorobenzyl)-3,5-dimethylisoxazoles (IV-XI) in fairly good yield. On the other hand, III yielded 3-(3′,5′-dimethylpyrazolo)-5-chloroanthranil (XV) under the almost same conditions by the participation of o-nitro group.
Keywords:
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