Microwave reaction of halogenated diazaphthalene diketone
JIANG Jia-wei1,2, LI Xin1, WANG Jin-yan2, JIAN Xi-gao2, LIU Jiao1, ZHU Qing-mei1, ZHANG Xiao-zhou1
1. School of Materials Science and Engineering, Qiqihar University, Qiqihar 161006, China; 2. School of Chemical Engineering, Dalian University of Technology, Dalian 116024, China
Abstract: 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/AcOH 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.
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