SOME STUDIES ON 2,4-IMIDAZOLIDINONE DERIVATIVES

Abstract

On treatment 5-benzylidene-2-methylthiohydantoin (293a) with I ,2- phenylene diamine in ethanol for 24 hours it yielded 2-(2-aminoanilino)-51 benzylidene-4-imidazolidinone (294). Moreover, 5-benzylidene-2-methylthio hydantoin (293a) reacts with 2-amino pyridine under fusion for 2 hours to afford 5-benzylidene-2-(pyridiny!amino)-4-imidazolidinone (297). I

0 Ar NyNH

SMe 293a , Ar = CsHs b , Ar = 4-MeOCsH4 c , Ar = 2-thienyl 294 297 I

5-Benzylidene-2-methylthiohydantoin (293a) reacts with 3-amino and or 4-amino benzoic acid in refluxing ethanol for l 0 hours and afforded 5' benzylidene-2-(3-carbo yphenylamino)-4-imidazolidinone (298a) and sf

benzylidene-2-(4-carboxyphenylamino)-4-imidazolidinone (298b), respectively.

The product (298a) was further methylated using H2 S04 in refluxing methanol for 10 hours to give the corresponding methyl ester (299). I

0 0 Ph1-f 0 Ph HNYNH Ph1--f HNYNH

HN NH H02C N C02H 298b C02Me 298a 299