Original scientific paper

Reactions with 5-Arylazo- and 5-Arylidene-4-thiohydantoin Derivatives

A. F. A. Shalaby ; Chemistry Department, Faculty of Science, Cairo University, Giza-Egypt
M . A. Abdel Aziz ; Chemistry Department, Faculty of Science, Cairo University, Giza-Egypt
M . A. Abd Allah ; Chemistry Department, Faculty of Science, Cairo University, Giza-Egypt

Abstract

5-Arylazo-3-phenyl-4-thiohydantoins (IIa-g) have been prepared
and then treated with primary aromatic amines to afford the
corresponding 5-arylazo-4-arylimino-3-phenyl hydantoins (VIIa-c).
3-Phenyl-4-thiohydantoin reacted with aromatic aldehydes in the
presence of glacial acetic acid and fused sodium acetate to give
5-arylidene-3-phenyl-4-thiohydantoin derivatives (VIIIa-e). In the
coloured arylidene derivatives (VIII,a d, e) on treatment with alkyland/
or arylmagnesium halide addition occurs to the exocyclic
double bond to give the products (IXa-e). The Grignard product
(Xa) was oxidised with a mixture of chromic acid in glacial acetic
acid to give phenyl parabanic acid and ethyl phenyl ketone.

Keywords

Hrčak ID:

195853

URI

https://hrcak.srce.hr/195853

Publication date:

1.3.1980.

Visits: 828 *