Amide Formation: Choosing the Safer Carbodiimide in Combination with OxymaPure to Avoid HCN Release
Srinivasa Rao Manne, Omar Luna, Gerardo Acosta, Míriam Royo, Ayman El‐Faham, György Orosz, Beatriz G. de la Torre, Fernando Alberício
Abstract
It has been reported that DIC can react with OxymaPure to render an oxadiazole compound with the concomitant formation of HCN. Here we demonstrate that this reaction is not a feature of all carbodiimides but rather depends on the alkyl structure that flanks the two N atoms of the carbodiimide. Furthermore, we have identified two carbodiimides, TBEC and EDC·HCl, whose reaction with OxymaPure is exempt from HCN formation.
Topics & Concepts
CarbodiimideChemistryAmideAlkylSAFERCombinatorial chemistryOxadiazolePolymer chemistryOrganic chemistryComputer scienceComputer securityChemical Synthesis and AnalysisAsymmetric Hydrogenation and CatalysisOrganometallic Complex Synthesis and Catalysis