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Reactions of 2-Aminobenzohydrazide and 4-Oxo Pimelic Acid Catalyzed by Iodine in Ionic Liquids

文献类型: 外文期刊

作者: Zhang Wenting 1 ; Sun Jian 1 ; Xu Fei 1 ; Zhu Hong 1 ; Yue Ruixue 1 ; Zhang Yi 1 ; Niu Fuxiang 1 ;

作者机构: 1.Chinese Acad Agr Sci, Jiangsu Xuzhou Sweetpotato Res Ctr, Sweet Potato Res Inst, Xuzhou 221131, Peoples R China

关键词: 2-aminobenzohydrazide;4-oxopimelic acid;pyridazino[6,1-b] pyrrolo[1,2-a] quinazoline-1,6,9(7H)-trione;tetra-hydropyrrolo[1,2-a] quinazolin-3a(1H)-propionic acid;ionic liquid;steric hindrance

期刊名称:CHINESE JOURNAL OF ORGANIC CHEMISTRY ( 影响因子:1.652; 五年影响因子:1.2 )

ISSN: 0253-2786

年卷期: 2017 年 37 卷 12 期

页码:

收录情况: SCI

摘要: The reactions between 2-aminobenzohydrazide and 4-oxopimelic acid catalyzed by iodine using ionic liquids as green solvents were studied. The results showed that when there was no substituents on N atoms attached to amide group of the hydrazide, it will successfully constructed three new rings and formed pyridazinoq[6,1-b] pyrroloq[1,2-a] quinazoline-1,6,9(7H)trione derivatives. The structure of 2,3,4,5-tetrahydro-1H, 9H-pyridazinoq[6,1-b] pyrroloq[1,2-a] quinazoline-1,6,9(7H)-trione (3a) was confirmed by X-ray diffraction analysis. However, when the substituents were aryl groups, the pyridazine ring did not closed as expected due to the steric hindrance, and gave tetrahydropyrroloq[1,2-a] quinazolin-3a(1H))-propionic acid derivatives. The advantages of this approach were the simplicity of the synthesis route, environmental protection, easy operation and high efficiency.

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