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Microwave-Assistant Synthesis, Crystal Structure and Fungicidal Activity of 3-Chloro-2-hydrazinylpyridine
Corresponding Author(s) : Hong-Ke Wu
Asian Journal of Chemistry,
Vol. 25 No. 15 (2013): Vol 25 Issue 15
Abstract
A pyridine derivative i.e., 3-chloro-2-hydrazinylpyridine (C5H6N3Cl) was synthesized under microwave irradiation and its structure was studied by X-ray diffraction and 1H NMR. The crystals are monoclinic, space group p21/c with a = 11.6276 (14), b = 3.8924 (5), c = 13.9558 (17) Å, a = 90.00, b = 103.447 (6), g = 90.00º, V = 614.31(13)Å3, Z = 4, F(000) = 296, Dc = 1.552g/cm3, μ = 0.52 cm-1, the final R = 0.0623 and wR = 0.1897. A total of 7008 reflections were collected, of which 1406 were independent (Rint = 0.0544). The fungicidal activity of this compound was also studied.
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- (a). X.H. Liu, C.X. Tan and J.Q. Weng, Asian J. Chem., 23, 4064 (2011); (b). X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 552 (2011); (c). X.H. Liu, J.Q. Weng, C.X. Tan, L. Pan, B.L. Wang and Z.M. Li, Asian J. Chem., 23, 4031 (2011); (d). C.X. Tan, Y.X. Shi, J.Q. Weng, X. H. Liu, B.J. Li and W.G. Zhao, Lett. Drug Des. Discov., 9, 431 (2012); (e). J.Y. Tong, Y.X. Shi, X.H. Liu, N.B. Sun and B.J. Li, Chin. J. Org. Chem., 32, 2373 (2012); (f). X.H. Liu, W.G. Zhao, B.L. Wang and Z.M. Li, Res. Chem. Intermed., 38, 1999 (2012); (g). N.N. Su, Y. Li, S.J. Yu X. Zhang, X.H. Liu and W.G. Zhao, Res. Chem. Intermed., 39, 759(2012); (h. X.H.Liu, L. Pan, Y. Ma, J.Q. Weng, C.X. Tan, Y.H. Li, Y.X. Shi, B.J. Li, Z.M. Li and Y.G. Zhang, Chem. Biol. Drug Des., 78, 689 (2011); (i). X.H. Liu, J.Q. Weng, B.L. Wang, Y.H. Li, C.X. Tan and Z.M. Li, Res. Chem. Intermed., DOI: 10.1007/s11164-013-1113-4 (2013); (j) J.Y. Tong, N.B. Sun and H.K. Wu, J. Chem. Soc. Pak., 34, 1300 (2012); (k). N.B. Sun, J.Z. Jin, C. Lei and W. Ke, Asian J. Chem., 25, 4067(2013).
- (a) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 3016 (2012); (b) P.Q. Chen, C.X. Tan, J.Q. Weng and X.H. Liu, Asian J. Chem., 24, 2808 (2012); (c) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 1571 (2012); (d) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 5087 (2012); (e) X.F. Liu and X.H. Liu, Acta Cryst., E67, o202 (2011); (f) X.H. Liu, L. Pan, C.X. Tan, J.Q. Weng, B.L. Wang and Z.M. Li, Pestic. Biochem. Physiol., 101, 143 (2011); (g) X.H. Liu, J.Q. Weng, C.X. Tan and H.J. Liu, Acta Cryst., E68, o493 (2012); (h). H.J. Liu, J.Q. Weng, C.X. Tan and X.H. Liu, Acta Cryst., E67, o1940 (2011); (i). X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 558 (2011); (j) C.X. Tan, J.Q. Weng, Z.X. Liu, X.H. Liu and W.G. Zhao, Phosphorus Sulfur Silicon Rel. Elem., 187, 990 (2012); (k) J.Q. Weng, L. Wang and X.H. Liu, J. Chem. Soc. Pak., 34, 1248 (2012); (l) X.H. Liu, L. Pan, J.Q. Weng, C.X. Tan, Y.H. Li, B.L. Wang and Z.M. Li, Mol. Divers., 16, 251 (2012); (m) R.Wu, C. Zhu, X.J. Du, L.X. Xiong, S.J. Yu, X.H. Liu, Z.M. Li and W.G. Zhao, Chem. Cent. J., 6, 99 (2012); (n) X.H. Liu, J.Q. Weng and C.X. Tan, J. Chem., Article ID 306361 (2013); (o) X.F. Liu, X.W. Xiao and X.H. Liu, Chin. J. Struct. Chem., 30, 1437 (2011).
- A.A. Salarian, A. Asadi-Eskandar, A. Sakhteman and K. Abdi, Asian J. Chem., 25, 1275 (2013).
- (a) S.V. Rao, D. Komali, S.K. Ameer, S.D.V.V.S.S. Raju and K.N. Reddy, Asian J. Chem., 24, 3203 (2012); (b) S. Karabocek, E. Senses, N. Karabocek and S.A. Karaoglu, Asian J. Chem., 24, 188 (2012).
- M.E.B. Rao and V.G. Rajurkar, Asian J. Chem., 23, 2648 (2011).
- (a) B. Kumar, K.K. Prasad and S.K. Srivastava, Asian J. Chem., 23, 1680 (2011); (b) S. Benhammadi, A.A. Othman, A. Derdour and A. Mami, Asian J. Chem., 22, 5535 (2010); (c) V. Judge, B. Narasimhan, M. Ahuja, D. Sriram and P. Yogeeswari, Lett. Drug Des. Discov., 8, 792 (2011).
- F.A. Bassyouni, H.A. Tawfik, A.M. Soliman and M.A. Rehim, Res. Chem. Intermed., 38, 1291(2012).
- E.M. El-Telbani, S.M. Ghanem, F.A. El-Essawy and A.F. El-Sayed, Lett. Drug Des. Discov., 8, 822 (2011).
- Y.B. Wang, Haiquan, W.L. Huang, H.B. Zhang and J.P. Zhou, Lett. Drug Des. Discov., 8, 500 (2011)
References
(a). X.H. Liu, C.X. Tan and J.Q. Weng, Asian J. Chem., 23, 4064 (2011); (b). X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 552 (2011); (c). X.H. Liu, J.Q. Weng, C.X. Tan, L. Pan, B.L. Wang and Z.M. Li, Asian J. Chem., 23, 4031 (2011); (d). C.X. Tan, Y.X. Shi, J.Q. Weng, X. H. Liu, B.J. Li and W.G. Zhao, Lett. Drug Des. Discov., 9, 431 (2012); (e). J.Y. Tong, Y.X. Shi, X.H. Liu, N.B. Sun and B.J. Li, Chin. J. Org. Chem., 32, 2373 (2012); (f). X.H. Liu, W.G. Zhao, B.L. Wang and Z.M. Li, Res. Chem. Intermed., 38, 1999 (2012); (g). N.N. Su, Y. Li, S.J. Yu X. Zhang, X.H. Liu and W.G. Zhao, Res. Chem. Intermed., 39, 759(2012); (h. X.H.Liu, L. Pan, Y. Ma, J.Q. Weng, C.X. Tan, Y.H. Li, Y.X. Shi, B.J. Li, Z.M. Li and Y.G. Zhang, Chem. Biol. Drug Des., 78, 689 (2011); (i). X.H. Liu, J.Q. Weng, B.L. Wang, Y.H. Li, C.X. Tan and Z.M. Li, Res. Chem. Intermed., DOI: 10.1007/s11164-013-1113-4 (2013); (j) J.Y. Tong, N.B. Sun and H.K. Wu, J. Chem. Soc. Pak., 34, 1300 (2012); (k). N.B. Sun, J.Z. Jin, C. Lei and W. Ke, Asian J. Chem., 25, 4067(2013).
(a) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 3016 (2012); (b) P.Q. Chen, C.X. Tan, J.Q. Weng and X.H. Liu, Asian J. Chem., 24, 2808 (2012); (c) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 1571 (2012); (d) Y.L. Xue, Y.G. Zhang and X.H. Liu, Asian J. Chem., 24, 5087 (2012); (e) X.F. Liu and X.H. Liu, Acta Cryst., E67, o202 (2011); (f) X.H. Liu, L. Pan, C.X. Tan, J.Q. Weng, B.L. Wang and Z.M. Li, Pestic. Biochem. Physiol., 101, 143 (2011); (g) X.H. Liu, J.Q. Weng, C.X. Tan and H.J. Liu, Acta Cryst., E68, o493 (2012); (h). H.J. Liu, J.Q. Weng, C.X. Tan and X.H. Liu, Acta Cryst., E67, o1940 (2011); (i). X.H. Liu, C.X. Tan and J.Q. Weng, Phosphorus Sulfur Silicon Rel. Elem., 186, 558 (2011); (j) C.X. Tan, J.Q. Weng, Z.X. Liu, X.H. Liu and W.G. Zhao, Phosphorus Sulfur Silicon Rel. Elem., 187, 990 (2012); (k) J.Q. Weng, L. Wang and X.H. Liu, J. Chem. Soc. Pak., 34, 1248 (2012); (l) X.H. Liu, L. Pan, J.Q. Weng, C.X. Tan, Y.H. Li, B.L. Wang and Z.M. Li, Mol. Divers., 16, 251 (2012); (m) R.Wu, C. Zhu, X.J. Du, L.X. Xiong, S.J. Yu, X.H. Liu, Z.M. Li and W.G. Zhao, Chem. Cent. J., 6, 99 (2012); (n) X.H. Liu, J.Q. Weng and C.X. Tan, J. Chem., Article ID 306361 (2013); (o) X.F. Liu, X.W. Xiao and X.H. Liu, Chin. J. Struct. Chem., 30, 1437 (2011).
A.A. Salarian, A. Asadi-Eskandar, A. Sakhteman and K. Abdi, Asian J. Chem., 25, 1275 (2013).
(a) S.V. Rao, D. Komali, S.K. Ameer, S.D.V.V.S.S. Raju and K.N. Reddy, Asian J. Chem., 24, 3203 (2012); (b) S. Karabocek, E. Senses, N. Karabocek and S.A. Karaoglu, Asian J. Chem., 24, 188 (2012).
M.E.B. Rao and V.G. Rajurkar, Asian J. Chem., 23, 2648 (2011).
(a) B. Kumar, K.K. Prasad and S.K. Srivastava, Asian J. Chem., 23, 1680 (2011); (b) S. Benhammadi, A.A. Othman, A. Derdour and A. Mami, Asian J. Chem., 22, 5535 (2010); (c) V. Judge, B. Narasimhan, M. Ahuja, D. Sriram and P. Yogeeswari, Lett. Drug Des. Discov., 8, 792 (2011).
F.A. Bassyouni, H.A. Tawfik, A.M. Soliman and M.A. Rehim, Res. Chem. Intermed., 38, 1291(2012).
E.M. El-Telbani, S.M. Ghanem, F.A. El-Essawy and A.F. El-Sayed, Lett. Drug Des. Discov., 8, 822 (2011).
Y.B. Wang, Haiquan, W.L. Huang, H.B. Zhang and J.P. Zhou, Lett. Drug Des. Discov., 8, 500 (2011)