Synthesis and Crystal Structure of 4-[5-(2-Bromophenyl)-1,3,4-Thiadiazol-2-Ylthio]-2-(trifluoromethyl)thieno[2,3-d]pyrimidine

Ping Yang; Hui Gao; Yao Nie; Zhen Zeng; Jin Shun Zhao; Xin Jian Song

doi:10.4028/www.scientific.net/AMR.887-888.703

Paper Titles

Controllable Preparation Cu₂O/AC and Application in Photocatalytic Degradation of Organic Dyes
p.684

Polymerization and Chiroptical Behavior of Polymethacrylamides Bearing a Bulky Oxazoline Pendant
p.688

Preparation and Photocatalytic Performance Study of Na⁺/K⁺-WO₃ by Ultrasonic Micro Method
p.693

Study on the Strengthening of Kraft Liner Board by the Application of Series WEC Cleaner Papermaking Chemicals
p.698

Synthesis and Crystal Structure of 4-[5-(2-Bromophenyl)-1,3,4-Thiadiazol-2-Ylthio]-2-(trifluoromethyl)thieno[2,3-d]pyrimidine
p.703

Experimental Study on the Effective Separation of Chromium-Iron Ions in Multi-Component Solution System by Ihleite Method
p.707

Preparation of Modified Polyurethane Fiber and Study of its Lead Ions Adsorption
p.711

Isothermal Crystallization Behavior and Kinetics of Poly (lactic acid) Filled with a Novel Nucleating Agent
p.716

Study on the Prepartion of Slag Haycite for Phosphorus Removal Using Ammonium Hydrogen Carbonate as Pore Former
p.723

HomeAdvanced Materials ResearchAdvanced Materials Research Vols. 887-888Synthesis and Crystal Structure of...

Synthesis and Crystal Structure of 4-[5-(2-Bromophenyl)-1,3,4-Thiadiazol-2-Ylthio]-2-(trifluoromethyl)thieno[2,3-d]pyrimidine

Abstract:

4-[5-(2-Bromophenyl)-1,3,4-thiadiazol-2-ylthio]-2-(trifluoromethyl)thieno[2,3-d]pyrimidine was synthesized by a facile three-step procedure, including the cyclization of 2-aminothiophene-3-carbonitrile with trifluoroacetic acid, chlorination and nucleophilic substitution reaction. This protocol offers such advantages as mild reaction conditions, simple purification and good yields. The structure of the product was characterized by ¹H NMR, MS, elemental analysis and single-crystal X-ray diffraction. X-Ray diffraction analysis reveals that the title molecule essentially assumes a planar conformation except for the F atoms.

You might also be interested in these eBooks

Advances in Materials and Materials Processing IV

View Preview

Info:

Periodical:

Advanced Materials Research (Volumes 887-888)

Pages:

703-706

DOI:

https://doi.org/10.4028/www.scientific.net/AMR.887-888.703

Citation:

Cite this paper

Online since:

February 2014

Authors:

Ping Yang, Hui Gao, Yao Nie, Zhen Zeng, Jin Shun Zhao, Xin Jian Song*

Keywords:

1,3,4-Thiadiazole, Crystal Structure, Thieno[2,3-d]pyrimidine, Trifluoromethyl

Export:

RIS, BibTeX

Price:

Permissions CCC:

Request Permissions

Permissions PLS:

Request Permissions

Сopyright:

Citation:

* - Corresponding Author

References

[1] Q.Y. Ren, X.S. Tan and H.W. He: Curr. Org. Syn. Vol. 8 (2011), p.752.

Google Scholar

[2] H.N. Hafez and A.B.A. EI-Gazzar: Bioorg. Med. Chem. Lett. Vol. 18 (2008), p.5222.

Google Scholar

[3] A.E. Kassab and E.M. Gedawy: Eur. J. Med. Chem. Vol. 63 (2013), p.224.

Google Scholar

[4] A.A. Kadi, E.S. Al-Abdullah, I.A. Shehata, E.E. Habib, T.M. Ibrahim and A.A. El-Emam: Eur. J. Med. Chem. Vol. 45 (2010), p.5006.

Google Scholar

[5] X.J. Song, F.S. Wang, S.R. Li, W.B. Hu and Y.G. Wang: Chin. J. Org. Chem. Vol. 31 (2011), p.572.

Google Scholar

[6] X.J. Song, Y. Shao and X.G. Dong: Chin. Chem. Lett. Vol. 22 (2011), p.1036.

Google Scholar

[7] Y. Sugimoto, K. Konoki, M. Murata, M. Matsushita, H. Kanazawa and T. Oishi: J. Med. Chem. Vol. 52 (2009), p.798.

Google Scholar

[8] S. Hesse, E. Perspicace and G. Kirsch: Tetrahedron Lett. Vol. 48 (2007), p.5261.

Google Scholar

[9] A. Saha, R. Kumar, R. Kumar and C. Devakumar: J. Heterocyclic Chem. Vol. 47 (2010), p.838.

Google Scholar

[10] G.M. Sheldrick: Acta Cryst. Vol. A64 (2008), p.112.

Google Scholar

[11] R.J. Gillespie, D.R. Adams, D. Bebbington, K. Benwell, I.A. Cliffe, C.E. Dawson, C.T. Dourish, A. Fletcher, S. Gaur, P.R. Giles, A.M. Jordan, A.R. Knight, L.J.S. Knutsen, A. Lawrence, J. Lerpiniere, A. Misra, R.H.P. Porter, R.M. Pratt, R. Shepherd, R. Upton, S.E. Ward, S.M. Weiss and D.S. Williamson: Bioorg. Med. Chem. Lett. Vol. 18 (2008).

DOI: 10.1016/j.bmcl.2008.03.075

Google Scholar

[12] T. Horiuchi, J. Chiba, K. Uoto and T. Soga: Bioorg. Med. Chem. Lett. Vol. 19 (2009), p.305.

Google Scholar