芳香型螺双内酯二胺的合成

Synthesis of Aromatic Diaminospirodilactone

以对硝基甲苯和多聚甲醛为原料 ,经过两种途径合成了二氨基芳香型螺双内酯 6,6′-二氨基 -3 ,3′-螺双苯酞 .发现二 ( 2 -甲基 -5-硝基苯基 )甲烷在酸性体系中经氧化反应可高收率地得到二硝基螺双内酯 ,还原二硝基螺双内酯时发现 ,在低极性溶剂中主要生成一种稳定的芳香型羟胺类化合物 6,6′-二羟氨基-3 ,3′-螺双苯酞 ,在高极性溶剂中主要生成 6,6′-二氨基 -3 ,3′-螺双苯酞 .通过 1H NMR,13 C NMR,IR。

A new kind of aromatic diaminospirodilactone, i.e. 6,6′ diamino 3,3′ spirobiphthalide, was synthesized through multistep reactions from p nitrotoulene and paraformaldehyde. It was found that dinitrospirolactone could be synthesized directly in the acid system through oxidation reaction with a high yield. The increase of solvent polarity leads to an increase of reduction yield of dinitrolactone. The resulting intermediates 6,6′ dihydroxylamino 3,3′ spirobiphthalide and 6 amino 6′ hydroxylanimo 3,3′ spirobiphthalide were steady aromatic hydroxylamine. The structures of 6,6′ diamino 3,3′ spirobiphthalide and its intermediates were confirmed by 1H NMR, 13 C NMR, MS, IR and elemental analyses. [WT5HZ]