Abstract
Nine novel thiourea derivatives containing pyrazole rings have been prepared in good yields by the reaction of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole with acylisothiocyanates, which were generated in situ by potassium thiocyanate and different acyl chlorides in one pot. N-Benzoyl-N‘-[1-(2,6-dichloro-4-trifluoromethyl)phenyl-3-cyano-1H-pyrazol-5-yl]thiourea was characterised by a single crystal X-ray diffraction study.
References
1.
Zhou W.Q.
,
Leng K.S.
,
Zhang Y.
, and
Lude L.
, J. Mol. Struct. , 2003 , 657 , 215 .
2.
Koch K.R.
, Coord. Chem. Rev. , 2001 , 216–217 , 473 .
3.
Madan V.K.
,
Taneja A.D.
, and
Kudesia V.P.
, J. Indian Chem. Soc. , 1991 , 68 , 162 .
4.
Xue S.J.
,
Duan L.P.
,
Ke S.Y.
, and
Zhu J.M.
, Chin. J. Org. Chem. , 2004 , 24 , 686 .
5.
Sun C.W.
,
Huang H.
,
Feng M.Q.
,
Shi X.L.
,
Zhang X.D.
, and
Zhou P.
, Bioorg. Med. Chem. Lett. , 2006 , 16 , 162 .
6.
Venkatachalam T.K.
,
Mao C.
, and
Uckun F.M.
, Bioorg. Med. Chem. , 2004 , 12 , 4275 .
7.
Saeed S.
,
Rashid N.
,
Jones P.G.
,
Ali M.
, and
Hussain R.
, Eur. J. Med. Chem. , 2010 , 45 , 1323 .
8.
Li Z.H.
, and
Wang Y.A.
, Phosphorus, Sulfur Silicon Relat. Elem. , 2003 , 178 , 293 .
9.
Kodomari M.
,
Suzuki M.
,
Tanigawa K.
, and
Aoyama T.
, Tetrahedron Lett. , 2005 , 46 , 5841 .
10.
Cole A.G.
,
Stauffer T.M.
,
Rokosz L.L.
,
Metzger A.
,
Dillard L.W.
,
Zeng W.G.
, and
Henderson I.
, Bioorg. Med. Chem. Lett. , 2009 , 19 , 378 .
11.
Szabo G.
,
Fischer J.
,
Varga A.K.
, and
Gyires K.
, J. Med. Chem. , 2008 , 51 , 142 .
12.
Shehry M.F.E.
,
Telbani E.M.E.
, and
Swellem R.H.
, J. Chem. Res. , 2009 , 625 .
13.
Yang X.D.
, J. Chem. Res. , 2008 , 489 .
14.
Durham E.W.
,
Scharf M.E.
, and
Siegfried B.D.
, Pestic. Biochem. Physiol. , 2001 , 71 , 97 .
15.
Stevens M.M.
,
Helliwell S.
, and
Warren G.N.
, Field Crop. Res. , 1998 , 57 , 195 .
16.
Brennan A.A.
,
Harwood A.D.
,
You J.
,
Landrum P.F.
, and
Lydy M.J.
, Chemosphere , 2009 , 77 , 22 .
17.
Hatton L.R.
,
Bruntain I.G.
,
Hawkins D.W.
,
Parnell E.W.
,
Pearson C.J.
, and
Roberts D.A.
, WO 87/03781 [Chem. Abstr. 1992 , 107 , 213615 ].
18.
Sheldrick G.M.
(1997 ). SHELXS97 and SHELXL97. University of Gottingen , Germany .
