卤代二氮杂萘二酮微波反应的研究

Microwave reaction of halogenated diazaphthalene diketone

二氮杂萘二酮类化合物的传统合成方法是环酸酐与肼的双组份环缩合反应,一般以乙酸为溶剂加热回流体系。由于时间过长会使不稳定肼明显降解,以至于产率很低,或者反应步骤过多导致产率过低。为了提高二氮杂萘二酮类化合物的产率,以邻苯二甲酸酐与4-卤代苯肼盐酸盐为原料,在微波辐射下以体积比V(DMF)∶V(ACOH)=3∶1为反应溶剂进行双组分环缩合反应。产物经过1HNMR、FT-IR表征表明,新和成方法以高产率合成了2种新型2-(4-卤苯基)-2,3-二氢酞嗪-1,4-二酮。微波反应为二氮杂萘二酮类化合物的合成提供了新方法。

Traditional synthesis method for diazaphthalene diketone compounds is through two-component ring condensation reaction of cyclic anhydride and hydrazine,generally using acetic acid as a solvent in a heating reflux system.Unstable hydrazine will be significantly degraded due to too long reaction time,so the yield is very low,or there are too many reaction steps,resulting in too low yield.In order to improve the yield of diazaphthalene diketone compounds,two-component ring condensation reaction between phthalic anhydride and 4-halophenyl hydrazine hydrochloride occurs under microwave radiation in a reactive solvent with a DMF/Ac OH volume ratio of 3∶1.The product is characterized by 1HNMR and FT-IR.Results show that two new types of 2-(4-halophenyl)-2,3-dihydrophthalazine-1,4-dihydrophthalazine are synthesized at a higher yield than by traditional heating reflux system.diketone.Microwave reaction provides a new method for the synthesis of diazaphthalene diketone compounds.