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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 183, 2008 - Issue 8
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Original Articles

Hydrazinolyse de la 2-Benzoyl-3-oxo-1,4-benzothiazine

Y. Baryala Laboratoire de Chimie Organique et Études Physicochimiques, ENS, Rabat, Maroc
,
A. Zerzouf Laboratoire de Chimie Organique et Études Physicochimiques, ENS, Rabat, Maroc
,
M. Salem Laboratoire de Chimie Organique et Études Physicochimiques, ENS, Rabat, Maroc
,
E. M. Essassi Laboratoire de Chimie Organique Hétérocyclique, Université Mohammed V, Rabat, Maroc
,
S. Lazar Laboratoire de Biochimie, FST, Mohammedia, Maroc
,
J. M. Leger Pharmacochimie, Université Victor Segalen Bordeaux II, France
,
C. Jarry Pharmacochimie, Université Victor Segalen Bordeaux II, France
&
G. Guillaumet Institut de Chimie Organique et Analytique, Université d'Orléans, France
 show all
Pages 1862-1869 | Received 06 Jun 2007, Accepted 30 Oct 2007, Published online: 28 Jul 2008
 
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Abstract

The hydroxypyrazole derivatives 2 and 3 have been synthesized by hydrazinolysis of 2-benzoyl-3-oxo-1,4-benzothiazine 1 by ring transformation of the thiazine ring. The mechanism of the hydrazinolysis is described. Products 2 and 3 have been characterized by IR, 1H and, 13 C NMR spectroscopy, as well as by mass spectrometry. The crystal structure of 4-[(2-aminophenyl)sulfanyl]-5-hydoxy-3-phenyl-1H-pyrazole 2 has been determined. The compound crystallizes monoclinic in the space group P2 1 /n with two ethanol molecules in the formula unit.

Acknowledgments

Ce travail a été réalisé dans le cadre du Pôle de Compétences Pharmacochimie et du PROTARS III D13/71.

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