研究简报

离子液体介质中一锅法合成2-氨基-4-苯基-6-(苯基硫基)-3,5-二氰基吡啶衍生物

  • 田金金 ,
  • 郭红云
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  • 浙江工业大学化学工程与材料学院 杭州 310014

收稿日期: 2011-05-13

  修回日期: 2011-09-03

  网络出版日期: 2011-09-08

One-Pot Synthesis of 2-Amino-4-phenyl-6-(phenylsulfanyl)-3,5-dicyanopyridines in Ionic Liquids

  • TIAN Jin-Jin ,
  • GUO Hong-Yun
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  • College of Chemical Engineering and Material Science, Zhejiang University of Technology, Hangzhou 310014

Received date: 2011-05-13

  Revised date: 2011-09-03

  Online published: 2011-09-08

摘要

考察了各种不同介质中, 芳醛、丙二腈和苯硫酚为原料的一锅反应, 发现在离子液体1-正丁基-3-甲基咪唑四氟硼酸盐([bmim]BF4)介质中, 反应能够在较短时间内高产率地生成2-氨基-4-苯基-6-(苯基硫基)-3,5-二氰基吡啶衍生物,且没有1,4-二氢吡啶副产物的生成. 该方法具有反应条件温和、产率高、选择性好和环境友好等优点, 且离子液体容易回收, 可循环使用.

本文引用格式

田金金 , 郭红云 . 离子液体介质中一锅法合成2-氨基-4-苯基-6-(苯基硫基)-3,5-二氰基吡啶衍生物[J]. 有机化学, 2012 , 32(01) : 193 -196 . DOI: 10.6023/cjoc1105133

Abstract

The one-pot reaction of aldehydes, malononitrile and thiols was investigated in different medium. It was found that in ionic liquid [bmim]BF4 this reaction could be finished in short time and gave the product 2-amino-4-phenyl-6-(phenylsulfanyl)- 3,5-dicyanopyridines in high yields without byproduct. This method has some distinct advantages such as mild reaction conditions, high yields and selectivity, environmental friendliness. Moreover, the ionic liquid could be recovered conveniently and reused.

参考文献

[1] Ma, X.; Gang, D. R. Nat. Prod. Rep. 2004, 21, 752.

[2] Tew, G. N.; Aamer, K. A.; Shunmugam, R. Polymer 2005, 46, 8440.

[3] Cocco, M. T.; Congiu, C.; Onnis, V. Eur. J. Med. Chem. 2005, 40, 1365.

[4] Cocco, M. T.; Congiu, C.; Onnis, V. Bioorg. Med. Chem. 2007, 15, 1859.

[5] Beukers, M. W.; Chang, L. C. W. J. Med. Chem. 2004, 47, 3707.

[6] Fredholm, B. B.; Ijzerman, A. P.; Jacobson, K. A. J. Pharmacol. Rev. 2001, 53, 1.

[7] Guo, K.; Chen, B. N. J. Org. Chem. 2009, 74, 6999.

[8] Evdokimov, N. M.; Kireev, A. S.; Kornienko, A. J. Org. Chem. 2007, 72, 3443.

[9] Mamgain, R.; Rawat, D. S. J. Heterocycl. Chem. 2009, 46, 69.

[10] Ranjan, B. C.; Jana, R.; Sowmiah, S. J. Org. Chem. 2007, 72, 3152.

[11] Sridhar, M.; Ramanaiah, B. C.; Rao, P. S. Tetrahedron Lett. 2009, 50, 3897.

[12] Banerjee, S.; Sereda, G. Tetrahedron Lett. 2009, 50, 6959.

[13] Das, B.; Ravikanth, B.; Kumar, A. S.; Kanth, B. S. J. Heterocycl. Chem. 2008, 46, 1208.

[14] Shinde, P. V.; Shingate, B. B.; Shingare, M. S. Chin. J. Chem. 2011, 29, 1049.

[15] Ma, J. J.; Gao, S. T.; Li, Z.; Tang, R. X.; Liu, H. Y.; Wang, C.; Gao, Y. Chin. J. Org. Chem. 2008, 28, 339 (in Chinese). (马晶军, 高书涛, 李芝, 唐然肖, 刘海燕, 王春, 高杨, 有机化 学, 2008, 28, 339.)

[16] Guo, H. Y.; Li, J. C.; Shao, H. B. Chin. J. Org. Chem. 2010, 30, 381 (in Chinese). (郭红云, 李继超, 邵宏斌, 有机化学, 2010, 30, 381.)

[17] Yu, Y.; Guo, H. Y. Chin. J. Org. Chem. 2011, 31, 96 (in Chinese). (郭红云, 余意, 有机化学, 2011, 31, 96.)

[18] Guo, H. Y.; Tian, J. J. Chin. J. Org. Chem. 2011, 31, 1901 (in Chinese). (郭红云, 田金金, 有机化学, 2011, 31, 1901.)

[19] Guo, H. Y.; Tian, J. J. Chin. J. Org. Chem. 2011. 31, 752 (in Chinese). (郭红云, 田金金, 有机化学, 2010, 31, 752.)

[20] Tian, J. J.; Guo, H. Y.; Shao, H. B. Chin. J. Org. Chem. 2011, 31, 1909 (in Chinese). (田金金, 郭红云, 邵宏斌, 有机化学, 2010, 31, 1909.)
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