Syntheses of some novel imidazolidinethiones and condensed imidazoles containing arylazo moieties starting from cyanothioformamides

✍ Scribed by Ahmed M. Sh. El-Sharief; Mohamed S. A. El-Gaby; Ahmed A. Atalla; Abu-Bakr A. A. M. El-Adasy

• Book ID: 102229021
• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 145 KB
• Volume: 16
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20113

✦ Synopsis

Cyclocondensation of cyanothiofor- mamides (1) with arylhydrazonomalononitriles (2) afforded the novel imidazole derivatives (4a-e) in good yields. Isothiocyanatoazobenzene (6) was allowed to react with potassium cyanide and gave the new cyanothioformamide ( 7) which was reacted with 4chlorophenyl isocyanate to yield imidazolidinethione (8). Compound ( 8) was subjected to react with hydrochloric acid, o-phenylenediamine, 4-methylaniline, and hydrogen sulfide and furnished compounds ( 10), ( 11), (12), and (15), respectively. Also, the reactivity of thiohydantoin (15) toward some electrophilic reagents such as N,N-dimethylformamide-dimethylacetal and arylidene-malononitriles was investigated. The structure of the synthesized compounds was established by analytical and spectral data. C 2005Wiley