Synthesis of N-Benzoyl-N'-arylselenoureas under Phase Transfer Catalysis Conditions and Supramolecular Crystal Structure

Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (12): 1565-1569. Previous Articles Next Articles

Original Articles

相转移催化条件下N-苯甲酰基-N'-芳基硒脲类化合物的合成及其超分子晶体结构

魏太保，王海，林奇，张有明*

(¹西北师范大学化学化工学院甘肃省高分子材料重点实验室兰州 730070)
(²内蒙古师范大学化学与环境科学学院呼和浩特 010022)

收稿日期:2004-12-16 修回日期:2005-06-29 发布日期:2005-11-30
通讯作者: 张有明

Synthesis of N-Benzoyl-N'-arylselenoureas under Phase Transfer Catalysis Conditions and Supramolecular Crystal Structure

WEI Tai-Bao, WANG Hai, LIN Qi, ZHANG You-Ming*

(¹ College of Chemistry and Chemical Engineering, Gansu Key Laboratory of Polymer Materi-als,
Northwest Normal University, Lanzhou 730070)
(² College of Chemical and Environmental Science, Inner Mongolia Normal University, Huhhot 010022)

Received:2004-12-16 Revised:2005-06-29 Published:2005-11-30
Contact: ZHANG You-Ming

Abstract

Benzoyl chloride was treated with potassium selenocyanate in dichloromethane by using polyethylene glycal-400 as the solid-liquid phase transfer catalyst to yield the corresponding benzoyl isoselenocyanate. This intermediate did not need to be isolated and directly reacted with arylamines, affording the N-benzoyl-N'-arylselenoureas 2a～2p. These compounds were characterized by IR, ¹H NMR spectra and elemental analysis and the single crystal structure of 2k has been confirmed by X-ray crystallographic analysis. In the crystal, the compound was assem-bled to a linear supramolecular structure along axis a by the intermolecular hydrogen bonds. The crystal belongs to the monoclinic crystal system with P2(1)/c space group and a＝1.1073(1) nm, b＝0.5745(1) nm, c＝2.4356(5) nm, β＝92.10(1)°, V＝1.5483(4) nm³, Z＝4, μ＝2.428.

Key words: supramolecular crystal structure, phase transfer catalysis, N-benzoyl-N'-arylselenourea

Cite this article

WEI Tai-Bao, WANG Hai, LIN Qi, ZHANG You-Ming*. Synthesis of N-Benzoyl-N'-arylselenoureas under Phase Transfer Catalysis Conditions and Supramolecular Crystal Structure[J]. Chin. J. Org. Chem., 2005, 25(12): 1565-1569.

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相转移催化条件下N-苯甲酰基-N'-芳基硒脲类化合物的合成及其超分子晶体结构

Synthesis of N-Benzoyl-N'-arylselenoureas under Phase Transfer Catalysis Conditions and Supramolecular Crystal Structure

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