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Citation: ZHANG Ming, LU Jun-Rui, XIN Chun-Wei, LIU Fang, GAO Hui-Han, BAO Xiu-Rong, CHEN Li-Ran. Synthesis,Characterization and Antibacterial Activity of N,N'-Bis(2-hydroxybenzyl) Substituted Imidazolidine Derivatives[J]. Chinese Journal of Applied Chemistry, ;2009, 26(11): 1282-1286. shu

Synthesis,Characterization and Antibacterial Activity of N,N'-Bis(2-hydroxybenzyl) Substituted Imidazolidine Derivatives

1.
College of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384

Corresponding author: LU Jun-Rui,
Received Date: 1 November 2008
Available Online: 28 December 2008
Fund Project: 国家自然科学基金(20576103) (20576103)天津市高校科技发展基金重点(2006ZD33)资助项目 (2006ZD33)

A series of N,N'-bis(2-hydroxy benzyl) substituted imidazolidine derivatives(3a～3h) were designd and synthesized by means of combining segments o-hydroxy phenyl and imidazolidine compounds,according to the reinforcement of biological activities.The N,N'-bis-o-hydroxy benzyl diaminoethane(2) was synthesized using salicylaldehyde and 1,2-diaminoethane,through condensation reaction and then reduction by NaBH₄,and further cyclization with aromatic aldehydes.The structures of all the compounds were confirmed by ¹H NMR,IR,mass spectra and elemental analysis.The results show that the reaction of salicylaldehyde with 1,2-diaminoethane only formed the symmetric Schiff base(1),the condensation of aromatic aldehyde with compound 2 was noticeably different for different substituents: o-,p-substituted electron-withdrawing groups can activate aromatic aldehyde and result in a higher yield of ring closing reaction,but o-,p-substitute electron-donating groups have opposite effects.The result of preliminary bioassay shows that the target compounds had obvious specificity to different bacteria at 0.1%(mass concentration),and had an inhibitory rate of 100% on Monilia albican and Escherichia coli.
- N,N'-bis(hydroxybenzyl)substitute imidazolidine,
- synthesis,
- characterization,
- antibacterial activity
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