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Synthesis 2004(11): 1799-1805  
DOI: 10.1055/s-2004-829127
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Mono- and N,N-Disubstituted Thioureas and N-Acylthioureas

Alan R. Katritzky*, Nataliya Kirichenko, Boris V. Rogovoy, Jeremy Kister, Hui Tao
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA
Fax: +1(352)3929199; e-Mail: katritzky@chem.ufl.edu;
Further Information

Publication History

Received 12 February 2004
Publication Date:
01 July 2004 (online)

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Abstract

1-Benzotriazole-1-carbothioamide (2), prepared from 1-cyanobenzotriazole (1) and hydrogen sulfide, reacts with amines to give thioureas 3a-e. Reactions of (benzotriazol-1-yl)carboximid­amides 4a-d,f-j and acyl- 5a-f,i-k or arylaminocarbonyl- 5g,h (benzotriazol-1-yl)carboximidamides with hydrogen sulfide give the corresponding thioureas 3a-d,f-j, and N-acylthioureas 6a-f,i-k or N-carbamoylthioureas 6g,h, respectively.

Key words

thioureas - benzotriazole - acylations - nucleophilic substitution - substituent effects

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