Synthesis and Characterization of Novel Azole Heterocycles Based on 2,5-Disubstituted Thiadiazole

Starting from 2-amino-5-mercapto-1,3,4-thiadiazole (1), a variety of new 1,2,4-triazino[5,4-b][1,3,4] thiadiazole (3), pyrazole (4), [1,2,4]triazolo[3,4-b] [1,3,4]thiadiazole (5), phthalazine-3,6-dione (6), azo derivatives (9), pyrimidine -2,4,6-trione (11), Schiff base (12) and pyrrolidine (13) derivatives have been synthesized. All proposed structures were supported by FT-IR, 1H-NMR, 13C-NMR elemental analysis, and MS spectroscopic data.

Synthesis and Characterization of Novel Azole Heterocycles Based on 2,5-Disubstituted Thiadiazole

Starting from 2-amino-5-mercapto-1,3,4-thiadiazole (1), a variety of new 1,2,4-triazino[5,4-b][1,3,4] thiadiazole (3), pyrazole (4), [1,2,4]triazolo[3,4-b] [1,3,4]thiadiazole (5), phthalazine-3,6-dione (6), azo derivatives (9), pyrimidine -2,4,6-trione (11), Schiff base (12) and pyrrolidine (13) derivatives have been synthesized. All proposed structures were supported by FT-IR, 1H-NMR, 13C-NMR elemental analysis, and MS spectroscopic data.

___

  • A.R. Katritzky, A.V. Vakulenko, R.A Gedu. and J.W. Rogers, ARKIVOC i, 8555-60 (2007).
  • Y. D¨undar, B. C¸ aki r, E. K¨upeli, M. S¸ahin and N. Noyanalpan, Tu rk. J. Chem. 31, 301-13 (2007).
  • O. Bekircan and H. Bektas, Molecules 11, 469-73 (2006).
  • A. Farghaly, E. Clercq and H. El-Kashef, ARKIVOC x, 137-42 (2006).
  • X.Ye, Z.Chen, A.Zhang and L. Zhang, Molecules 12 , 1202-10 (2007).
  • A. A. Jarrahpour, M. Motamedifar, K. Pakshir and M. Zarei, Molecules 9, 815-20 (2004).
  • S. J. Vaghasia and V. H. Shah, J. Serb. Chem 72(2), 109-14 (2007).
  • J. Li., Y. Zhao, X.Yuan, J. Xu and P. Gong, Molecules 11, 574-80 (2006).
  • N. Dieltiens, C. V.Stevens, B. Allaert and F. Verpoort, ARKIVOC i, 92-97 (2005)
  • F.Li, Y.Feng, Q.Meng, W.Li, Q.Wang and F.Tao, ARKIVOC i, 40-46 (2007).
  • A.R. Katritzky, Z. Wang and R. J. Offerman, J. Heterocyclic Chem. 27, 139-45 (1990).