One-pot and Efficient Synthesis of 1 and 3-Diaryl Thiourea derivatives via Multi Component Reaction under Solvent-free Conditions

Document Type : Research Paper

Authors

1 Assistant Professor, Department of Chemistry, Aliabad Katoul Branch, Islamic Azad University, Aliabad Katoul, Iran.

2 Associate Professor, Department of Chemistry, Yadegar-e-Imam Khomeini (RAH) Shahre-Rey Branch, Islamic Azad University, Tehran, Iran

Abstract

A series of new derivatives of 1 and 3-diaryl-thiourea with a good yield, in a quaternary reaction, is synthesized from the combination of 2-amino-benzoic acid, aryl isothiocyanate, isocyanide, and carbonylidine compounds in solvent-free conditions. Disintegrating and solvent -free, high efficiency for the production of thiourea derivatives is of prime importance. No catalytic modification or activation was performed in this strategy. In addition, the separation and purification of the products is very easy and high efficiency. One of the most important advantages of this approach is the inclusion of a new group of peptides in the Thiourea, comfortable reaction conditions, environmental compatibility and high efficiency.

Keywords

References

[1]. T.P. Vyshnyakova, I.A. Golubeva, E.V. Glebova, Russ. Chem. Rev. (Engl. Transl.) 54 (1985) 249.
 
[2]. F.P. Schmidtchen and M. Berger, Chem. Rev. 97 (1997) 1609.
 
[3]. A.K. Zafer, T. Z. Gulhan, O. Ahmet, R. Gilbert, Eur. J. Med. Chem. 43 )2008) 155.
 
[4]. A. Khalafi-Nezhad, M.N.S. Rad, H. Mohabatkar, Z. Asrari, B. Hemmateenejad, Bioorg. Med. Chem. 13 )2005 (1931.
 
[5]. K.J. Hwang, K.H. Park, C.O. Lee, B.T. Kim, Arch. Pharm. Res. 25 )2002) 781.
 
[6]. J.A. Shimshoni, M. Bialer, B. Wlodarczyk, R.H. Finnell, B. Yagen, J. Med. Chem. 50 )2007( 6419.
 
[7]. Y. Dai, K. Hartandi, Z. Ji, A.A. Ahmed, D.H. Albert, J.L. Bauch, J.J. Bouska, P.F. Bousquet, G.A. Cunha, K.B. Glaser, C.M. Harris, D. Hickman, J. Guo, J.P. Li, A. Marcotte, K.C. Marsh, M.D. Moskey, R.L. Martin, A.M.
 
[8]. Olson, D.J. Osterling, L.J. Pease N.B. Soni, K.D. Stewart, V.S. Stoll, P. Tapang, D.R. Reuter, S.K. Davidsen, M.R. Michaelides, J. Med. Chem. 50 (2007) 1584.
 
[9]. L.P. Duan, J. Xue, L.L. Xu, H.B. Zhang, Molecules 15 (2010) 6941.
 
[10]. Z.M. Zhong, R. Xing, S. Liu, L. Wang, S.B. Cai, P.C. Li, Carbohydr. Res. 343 (2008) 566.
 
[11]. Z.Y. Wang, S. Wang, X.J. Song, Y.G. Wang, Chin. J. Pestic. Sci. 7 (2005) 282.
 
[12]. B. Yin, Zh. Liu, M. Yi, J. Zhang, Tetrahedron, 49 (2008) 3687.
 
[13]. M. Struga, J. Kossakowski, A.E. Koziol, L. Colla, P. Euro. J. Med. Chem. 44 (2009) 4960.
 
[14]. P.R. Chetana, B.S. Srinatha, M.N. Somashekar, R.S. Policegoudra J. Molecular Structure, 1106 (2016) 352.
 
 [15]. S. Imran, M. Taha, N.H. Ismail, S. Fayyaz, K.M. Khan, M.I. Choudhary, Bioorg. Chem.  62 (2015) 83.
 
 [16]. J. Haribabu, G.R. Subhashree, S. Saranya, K. Gomathi, R. Karvembu, D. Gayathri J. Molecular Structure, 1094 (2015) 281.
 
[17]. a) J.Azizian, Kh. Yadoll ahzadeh, H. Tahermansouri, A .S. Delbari, Phosphorus Sulfur Silicon Relat. Elem. 186 (2011) 1844; b) J. Azizian, Kh. Yadollahzadeh, H. Tahermansouri, D. Chobfrosh Khoei, A.S. Delbari, Synth. Commun. 42 (2012) 2110; c) J. Azizian, Kh. Yadollahzadeh, A.S. Delbari, M.M. Ghanbari, Monatsh. Chem. 143 (2012) 1417; d) Kh. Yadollahzadeh, J. Azizian, H. Sanaeishoar, Phosphorus Sulfur, Silicon Relat. Elem. 190 (2015) 2023.

Files

History

  • Receive Date: 14 July 2016
  • Revise Date: 16 March 2022
  • Accept Date: 06 August 2017

Share

How to cite

Statistics