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Synlett 2011(16): 2335-2338  
DOI: 10.1055/s-0030-1261222
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Facile One-Pot Synthesis of Carbamoylbenzotriazoles Directly from CO2: Synthesis of Tolbutamide

Roger Hunter*a, Ath’enkosi Msutua, Cathy L. Dwyerb, Neville D. Emslieb, Raymond C. Huntb, Barend C. B. Bezuidenhoudtc
a Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa
Fax: +27(21)6505195; e-Mail: Roger.Hunter@uct.ac.za;
b Sasol Technology R & D (PTY) Ltd., 1, Klasie Havenga Road, Sasolburg 1947, South Africa
c Department of Chemistry, University of the Free State, PO Box 339, Bloemfontein 9300, South Africa
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Publikationsverlauf

Received 8 June 2011
Publikationsdatum:
08. September 2011 (online)

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Abstract

CO2 gas trapped with a primary or secondary amine as a carbamate salt in the presence of DBU reacts with triphenylphosphine and 1-chlorobenzotriazole (BtCl) to form a carbamoylbenzotriazole urea, which reacts with para-toluenesulfonamide under solvent-free conditions to produce N-sulfonyl ureas such as tolbut­amide.

Key words

CO2 - BtCl - Bt urea - sulfonyl urea - tolbutamide

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