D. W. Rangnekar, D. D. Rajadhyaksha
1987
Citations
0
Influential Citations
4
Citations
Journal
Dyes and Pigments
Abstract
Abstract 3-Amino- ( 5 ) and 4-amino-N-phenylphthalimides ( 6 ) were condensed with diethyl ethoxymethylenemalonic diester (EMME) ( 7a ), ethyl ethoxymethylenecyanoacetate (EMCA) ( 7b ) and ethyl ethoxymethyleneacetoacetate (EMAA) ( 7c ) to obtain 1-N-(1-N-phenylphthalimid-3-yl)amino-2-disubstituted ethylenes ( 8 ) and 1-N-(1-N-phenylphthalimid-4-yl)amino-2-disubstituted ethylenes ( 9 ), respectively. These aminoethylenes containing a 2-ethyl carboxylate substituent ( 8a-8c ) and ( 9a-9c ) were cyclized in Dowtherm A to give the corresponding 3-substituted 4-hydroxy-8-N-phenylpyrrolo[3,4-h] quinoline-7,9-diones ( 10a-10c ) and 3-substituted 4-hydroxy-7-N-phenylpyrrolo[3,4-g] quinoline-6,8-diones ( 11a-11c ), respectively. Compounds 5 and 6 were also condensed with ethyl orthoformate and compounds containing an active methylene or active methyl group such as phenyl acetonitrile ( 12a ), 2-methylbenzimidazole ( 12b ) and benzimidazol-2-yl acetonitrile ( 12c ) to give different aminoethylene derivatives ( 8 ) and ( 9 ), respectively. The fluorescent properties of the compounds 8-11 were studied and some of these compounds were applied to polyester fibres as fluorescent dyes.