Journal article
D. G. Calatayud, Francisco J. Escolar, E. López-Torres, M. Mendiola
2007
2007
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APA
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Calatayud, D. G., Escolar, F. J., López-Torres, E., & Mendiola, M. (2007). Facile and Selective Synthesis of 4-Methyl- and 4-Phenylthiosemicarbazide (=N-Methyl- and N-Phenylhydrazinecarbothioamide) Derivatives of Benzil (=1,2-Diphenylethane-1,2-dione).
Chicago/Turabian
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Calatayud, D. G., Francisco J. Escolar, E. López-Torres, and M. Mendiola. “Facile and Selective Synthesis of 4-Methyl- and 4-Phenylthiosemicarbazide (=N-Methyl- and N-Phenylhydrazinecarbothioamide) Derivatives of Benzil (=1,2-Diphenylethane-1,2-Dione)” (2007).
MLA
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Calatayud, D. G., et al. Facile and Selective Synthesis of 4-Methyl- and 4-Phenylthiosemicarbazide (=N-Methyl- and N-Phenylhydrazinecarbothioamide) Derivatives of Benzil (=1,2-Diphenylethane-1,2-Dione). 2007.
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@article{d2007a,
title = {Facile and Selective Synthesis of 4-Methyl- and 4-Phenylthiosemicarbazide (=N-Methyl- and N-Phenylhydrazinecarbothioamide) Derivatives of Benzil (=1,2-Diphenylethane-1,2-dione)},
year = {2007},
author = {Calatayud, D. G. and Escolar, Francisco J. and López-Torres, E. and Mendiola, M.}
}
Abstract
A selective synthesis of 4-methylthiosemicarbazide (=N-methylhydrazinecarbothioamide; 4a) derivatives by reaction with benzil (=1,2-diphenylethane-1,2-dione; 3) is described. The reaction conditions determined the condensation product formed. The most important factor was the acid used: in the presence of conc. HCl solution, the open-chain 2 : 1 compound 1a was exclusively obtained, whereas in the presence of 2M HCl, the cyclic 1 : 1 condensation product 2a was formed. The alcohol used, the presence of H2O, and the time of heating were additional crucial factors. The new cyclic compound 2a with a MeO group was exclusively formed when working under high-dilution conditions. The reaction with the 4-phenyl derivative 4b gave new cyclic compounds as the major products under all conditions used (Scheme).
