Synthese von 2‐[Benzazolyl‐(2)]‐3,3‐bis‐(alkylthio)‐acrylnitrilen und Umsetzungen mit N‐Nucleophilen

Abstract

Synthesis of 2‐[Benzazolyl‐(2)]‐3,3‐bis‐(alkylthio)‐acrylnitriles and Their Reactions with N‐Nucleophiles The reactions of benzazolyl‐(2)‐acetonitriles 1 (1H‐benzimidazolyl‐, 1‐methylbenzimidazolyl‐, benzoxazolyl‐ and benzothiazolyl‐) with carbon disulfide in the presence of sodium hydride in dimethylsulfoxide and methylation yield the 2‐[benzazolyl‐(2)]‐3,3‐bis‐(alkylthio)‐acrylonitriles 3 – 5 reacting with amines to the keten‐S,N‐acetals 6 – 9 . If dinucleophilic reagents are used heterocyclic systems 10 – 14 are formed.