Citation: Zhang Wenting, Sun Jian, Xu Fei, Zhu Hong, Yue Ruixue, Zhang Yi, Niu Fuxiang. Reactions of 2-Aminobenzohydrazide and 4-Oxo Pimelic Acid Catalyzed by Iodine in Ionic Liquids[J]. Chinese Journal of Organic Chemistry, ;2017, 37(12): 3191-3197. doi: 10.6023/cjoc201706015 shu

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

Jiangsu Xuzhou Sweetpotato Research Center, Sweet Potato Research Institute, Chinese Academy of Agricultural Sciences, Xuzhou 221131

Corresponding author: Niu Fuxiang, niufuxiang@sina.com
Received Date: 14 June 2017
Revised Date: 17 August 2017
Available Online: 8 December 2017
Fund Project: the Earmarked Fund for the China Agriculture Research System CARS-10-B20Project supported by the Earmarked Fund for the China Agriculture Research System (No. CARS-10-B20)

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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 pyridazino[6, 1-b]pyrrolo[1, 2-a]quinazoline-1, 6, 9(7H)-trione derivatives. The structure of 2, 3, 4, 5-tetrahydro-1H, 9H-pyridazino[6, 1-b]pyrrolo[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 tetrahydropyrrolo[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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