Molecular rearrangement of sulfur compounds IX : Pyrolysis of 2-phenylimino-3-arylamino-4-thiazolidinone derivatives

Article abstract of DOI:10.1080/10426509808032454

Pyrolysis of 2-phenylimino-3-arylamino-4-thiazolidinone I, II (Ar = Ph, p-tolyl) by heating at ca. 250°C in a sealed tube gives rise to H₂S, benzonitrile, acetophenone, arylamines, phenyl isothiocynate, thioglycolic acid, arylhydrazines, N-phenyl-N'-aryl thiourea, benzimidazole, and 3-phenyl-1,2,4-benzotriazines. Analogous results in addition to toluene, bibenzyl, stilbene, bibenzylamine and acetamide were also obtained on pyrolysis of 2-phenylimino-3-benzylamino-4-thiazolidinone (III). In the presence of isoquinoline as a radical trap, (III) gave 1-benzylisoquinoline beside the previous products. A free radical mechanism has been postulated to take place through the homolysis of the N-N and C-S bonds to account for the identified products.

Full text of DOI:10.1080/10426509808032454

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Phosphorus, Sulfur, and Silicon and the
Related Elements
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MOLECULAR REARRANGEMENT OF
SULFUR COMPOUNDS IX: PYROLYSIS
OF 2-PHENYLIMINO-3-ARYLAMINO-4-
THIAZOLIDINONE DERIVATIVES
A. M. Gaber a , A. A. Atalla b & A. M. Kamal El-Dean a
a Chemistry Department, Faculty of Science , Assiut University , Assiut,
Egypt
b Chemisty Department, Faculty of Science , Al-Azhar University , Assiut,
Egypt
Published online: 24 Sep 2006.
To cite this article: A. M. Gaber , A. A. Atalla & A. M. Kamal El-Dean (1998) MOLECULAR REARRANGEMENT
OF SULFUR COMPOUNDS IX: PYROLYSIS OF 2-PHENYLIMINO-3-ARYLAMINO-4-THIAZOLIDINONE DERIVATIVES,
Phosphorus, Sulfur, and Silicon and the Related Elements, 133:1, 69-77, DOI: 10.1080/10426509808032454
To link to this article: http://dx.doi.org/10.1080/10426509808032454
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