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2013 , Vol. 33 >Issue 08: 1822 - 1827

DOI: https://doi.org/10.6023/cjoc201303027

研究简报

二氧化硅负载高氯酸催化合成对称N,N’-亚烷基双酰胺

  • 王宏社 ,
  • 赵卫星
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  • 宝鸡文理学院化学化工学院 陕西省植物化学重点实验室 宝鸡 721013

收稿日期: 2013-03-17

  修回日期: 2013-04-15

  网络出版日期: 2013-04-24

基金资助

陕西省教育厅科研计划(No. 12JK0615)和宝鸡文理学院重点(No. ZK1053)资助项目.

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An Efficient Synthesis of Symmetrical N,N’-Alkylidene Bisamides Catalyzed by Silica Supported Perchloric Acid

  • Wang Hongshe ,
  • Zhao Weixing
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  • College of Chemistry and Chemical Engineering, Baoji University of Arts and Sciences, Shaanxi Key Laboratory for Phytochemistry, Baoji 721013

Received date: 2013-03-17

  Revised date: 2013-04-15

  Online published: 2013-04-24

Supported by

Project supported by the Scientific Research Program of Shaanxi Provincial Education Department (No. 12JK0615) and the Key Project of Baoji University of Arts and Sciences (No. ZK1053).

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摘要

以二氧化硅负载高氯酸(HClO4-SiO2)为催化剂, 醛与酰胺发生缩合反应得到了一系列N,N'-亚烷基双酰胺. 该法操作简便、反应时间短、产率高和催化剂可重复使用.

关键词： HClO4-SiO2; 醛; 酰胺; 双酰胺

本文引用格式

王宏社 , 赵卫星 . 二氧化硅负载高氯酸催化合成对称N,N’-亚烷基双酰胺[J]. 有机化学, 2013 , 33(08) : 1822 -1827 . DOI: 10.6023/cjoc201303027

Abstract

An efficient approach to the synthesis of symmetrical N,N'-alkylidine bisamides from various aldehydes and amides in the presence of silica supported perchloric acid (HClO4-SiO2) has been described. The advantages of this method are easy work-up, short reaction times, excellent yields and the catalyst exhibited remarkable reusable activity.

Key words： HClO4-SiO2; aldehyde; amide; bisamide

参考文献

[1] Tohnishi, M.; Nakao, H.; Kohno, E. EP 919542, 1999[Chem. Abstr. 1999, 131, 351739].
[2] Konze. J., Andersch, W.; Stabler, D. WO 2004034786, 2004 [Chem. Abstr. 2004, 140, 334108].
[3] Lahm, G. P.; Myers, B. J.; Selby, T. P. WO 2001070671, 2001[Chem. Abstr. 2001, 135, 272754].
[4] Chorev, M.; Shavitz, R.; Goodman, M.; Minick, S.; Guillemin, R. Science 1979, 204, 1210.
[5] Pallai, P.; Struthers, S.; Goodman, M.; Vale, W. Biopolymers 1983, 22, 2523.
[6] Rodriguez, M.; Dubreuil, P.; Bali, J. P.; Martinez, J. J. Med. Chem. 1987, 30, 758.
[7] Noyes, W. A.; Forman, D. B. J. Am. Chem. Soc. 1933, 55, 3493.
[8] Brace, N. O.; Mantell, G. J. J. Org. Chem. 1961, 26, 5176.
[9] Magat, E. E.; Faris, B. F.; Reith, J. E.; Salisbury, L. F. J. Am. Chem. Soc. 1951, 73, 1028.
[10] Fernandez, A. H.; Alverez, R. M.; Abajo, T. M. Synthesis 1996, 1299.
[11] Zhu, S.; Xu, G.; Chu, Q.; Xu, Y.; Qui, C. J. Fluorine Chem. 1999, 93, 69.
[12] Anary-Abbasinejad, M.; Mosslemin, M. H.; Hassanabadi, A.; Safa, S. T. Synth. Commun. 2010, 40, 2209.
[13] Harichandran, G.; Amalraj, S. D.; Shanmugam, P. Indian J. Chem. 2011, 50B, 77.
[14] Shafiee, M. R. M. Can. J. Chem. 2011, 89, 555.
[15] Chakraborti, A. K.; Gulhane, R. Chem. Commun. 2003, 1896.
[16] Chakraborti, A. K.; Singh, B.; Chankeshwara, S. V.; Patel, A. R. J. Org. Chem. 2009, 74, 5967.
[17] Misra, A. K.; Tiwari, P., Agnihotri, G.. Synthesis 2005, 260.
[18] Agarwal, A.; Rani, S.; Vankar, Y. D. J. Org. Chem. 2004, 69, 6137.
[19] Nasr-Esfahani, M.; Montazerozohori, M.; Gholampour, T. Chin. J. Chem. 2011, 29, 123.
[20] Ansari, M. I.; Hussain, M. K.; Yadav, N.; Gupta, P. K.; Hajela, K. Tetrahedron Lett. 2012, 53, 2063.
[21] Maheswara, M.; Siddaiah, V.; Rao, Y. K.; Tzeng, Y. M.; Sridhar, C. J. Mol. Catal. A: Chem. 2006, 260, 179.
[22] Chun, Y.; Yan, S.; Li, X.; Ding, N.; Zhang, W.; Wang, P.; Li, M.; Li, Y. Tetrahedron Lett. 2011, 52, 6196.
[23] Khatik, G. L.; Sharma, G.; Kumar, R.; Chakraborti, A. K. Tetrahedron 2007, 63, 1200.
[24] Sobhani, S.; Rezazadeh, S. Synlett 2010, 1485.
[25] Heydari, A.; MaMani, L. Appl. Organomet. Chem. 2008, 22, 12.
[26] Murugan, K.; Chen, C. Tetrahedron Lett. 2011, 52, 5827.
[27] Khan, A. T.; Khan, M. M.; Das, D. K.; Lal, M. J. Heterocycl. Chem. 2012, 49, 1362.
[28] Chakraborti, A. K.; Chankeshwara, S. V. Org. Biomol. Chem. 2006, 4, 2769.
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