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Acylierung von Heterocyclen mit Kohlensäurederivaten. II. Endo- und exo-Carbamoylierung von 2-Amino-benzimidazol-Derivaten mit Isocyanaten. Mechanismus der Acylgruppenwanderung

✍ Scribed by Dr. Heinz Graubaum; Prof. Dr. Dieter Martin; Dagmar Szeibert; Michael Breckner; Dr. Hans Horst Glatt; Dr. Radu Bacaloglu; Dr. Carol Czunderlick

Publisher: John Wiley and Sons
Year: 1982
Tongue: English
Weight: 370 KB
Volume: 324
Category: Article
ISSN: 1615-4150
DOI: 10.1002/prac.19823240515

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✦ Synopsis

Acylation of Heterocycles with Carbonic Acid Derivatives. II. Endo and Exo Carbamoylation of 2‐Amino‐benzimidazole Derivatives with Isocyanates. Mechanism of the Acyl Group Migration

2‐Amino‐benzimidazoles react with isocyanates with good yields to give 2‐amino‐1‐carbamoyl‐aminobenzimidazoles 1 at −30°C and the corresponding 2‐carbamoyl isomeres 2 at room temperature, respectively. The isomerization mechanism was studied by crossover experiments and kinetic measurements and has been found to consist of inter‐ and monomolecular acyl transfer.

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✍ Ilse Bacaloglu; Truong The Ky; Carmen Boeriu; Dr. Hans Horst Glatt; Doz. Dr. Rad 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 English ⚖ 324 KB

**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 **