Cyansäureester, 27 [1]. Triazino‐benzimidazole aus 2‐Amino‐benzimidazol‐1‐imidsäureestern und carbonylanalogen Verbindungen

Cyanic Acid Esters. 27. Triazino‐benzimidazoles from 2‐Amino‐benzimidazole‐1‐imid‐esters and Carbonyl Analogic Compounds The Cyclocondensation of 2‐amino‐benzimidazole‐1‐imid‐esters with aldehydes, carbonic acid anhydrides and isocyanates has been investigated. With aldehydes in the presence of pipe...

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Bibliographic Details
Published in:Journal für Praktische Chemie
Main Authors: Martin, Dieter, Graubaum, Heinz
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 1979
Subjects:
Online Access:http://dx.doi.org/10.1002/prac.19793210305
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19793210305
https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19793210305
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Summary:Cyanic Acid Esters. 27. Triazino‐benzimidazoles from 2‐Amino‐benzimidazole‐1‐imid‐esters and Carbonyl Analogic Compounds The Cyclocondensation of 2‐amino‐benzimidazole‐1‐imid‐esters with aldehydes, carbonic acid anhydrides and isocyanates has been investigated. With aldehydes in the presence of piperidine 4‐aryloxy‐1,2‐dihydro‐1,3,5‐triazino[1,2‐a]benzimidazoles 3 and with carbonic acid anhydrides 4‐aryloxy‐1,3,5‐triazino[1,2‐a]benzimidazoles 5 are formed. Isocyanates react with the imid esters to the corresponding 3‐substituted ureas 8 which on heating undergo acyl migration of the carbamoyl group followed by cyclocondensation to 4‐imino‐2‐oxo‐1,2,3,4‐tetrahydro‐1,3,5‐triazino[1,2‐a]benzimidazoles 12 .