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Acylierung von Heterocyclen mit Kohlensäurederivaten. I. Kinetik und Mechanismus der Reaktion von 2-Aminobenzimidazolen mit Arylcyanaten

✍ Scribed by Ilse Bacaloglu; Truong The Ky; Carmen Boeriu; Dr. Hans Horst Glatt; Doz. Dr. Radu Bacaloglu; Prof. Dr. Dieter Martin; Dr. Heinz Graubaum

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
324 KB
Volume
324
Category
Article
ISSN
1615-4150

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✦ Synopsis

Acylation of Heterocycles with Carbonic Acid Derivatives. I. Kinetics and Mechanism of the Reaction of 2‐Aminobenzimidazoles with Aryl Cyanates

The second order rate constants for the reaction of 2‐amino‐benzimidazoles (2‐ABI) with aryl cyanates forming 2‐amino‐benzimidazole aryl ester imide 3 have been determined in dependence on substituent effects by u. v. measurements. The results are interpreted by a six‐membered cyclic transition state in which the electrophilic attack of the cyanate on the endocyclic N atom is catalyzed by an H bridge interaction of the exocyclic amino group of 2‐ABI with the OCN group.

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