94814-89-8Relevant academic research and scientific papers
Cyanic Acid Ester. 35. On Formation and Consecutive Reactions of N-Cyanato Phthalimide. New Specifically Activated and Blocked Isatoic Acid Derivatives
Martin, Dieter,Nadolski, Karin,Gruendemann, Egon
, p. 737 - 746 (2007/10/02)
Depending on the reaction conditions N-hydroxy-phthalimide affords on treatment with cyanogen bromide via N-cyanato phthalimide 2 the iminocarbonate 3 and isatoic acid derivatives 7 and 16.Both the latter react with nucleophiles as isatoic acid derivatives activated on the carboxylic group and protected on the carbamic group or vice versa, furnishing N,N-bis alkoxycarbonyl anthranilic acid amides 9, N-alkoxycarbonyl anthranilic acid 12, o-alkoxycarbonyl phenyl ureas 17 and the benzotriazepin-2,5-dione 14.The structures of the new compounds are proved by 1H-n.m.r. and 13C-n.m.r. measurements as well as independent synthesis.
