Reaction of 5-Amino-2,3-DICYANO-1,4-NAPHTHOQUINONE (cas 1018-78-6) with Arylamines

Add time:07/23/2019    Source:sciencedirect.com

The reaction of 5-amino-2,3-dicyano-1,4-naphthoquinone (1) with arylamines gave 5-amino-8-arylamino- (2), 5,8-bis(arylamino)- (3), and 5-hydroxy-8-arylamino-2,3-dicyano-1,4-naphthoquinone (4) together with 5-amino-2-arylamino-3-cyano- (5) and 5-amino-2-cyano-3-aryl-amino-1,4-naphthoquinone (6). It is proposed that the initial quinone-quinoneimine tautomerism of 1 to 4-hydroxy-2,3-dicyano-5-imino-1,5-naphthoquinone 7 facilitates the 8-arylamination. Some derivatives of 2 have good properties as dyes for optical information-recording media for semiconductor lasers.

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