ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Cyanic Acid Esters. 35. On Formation and Consecutive Reactions of N-Cyanato Phthalimide. New Specifically Activated and Blocked Isatoic Acid DerivativesDepending 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 amides 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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19843260505
