Acylierung von Heterocyclen mit Kohlensäurederivaten. I. Kinetik und Mechanismus der Reaktion von 2‐Aminobenzimidazolen mit Arylcyanaten
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...
Published in: | Journal für Praktische Chemie |
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Main Authors: | , , , , , , |
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
Wiley
1982
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Subjects: | |
Online Access: | http://dx.doi.org/10.1002/prac.19823240514 http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19823240514 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19823240514 https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19823240514 |
Summary: | 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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