Amide Formation: Choosing the Safer Carbodiimide in Combination with OxymaPure to Avoid HCN Release

Org Lett. 2021 Sep 3;23(17):6900-6904. doi: 10.1021/acs.orglett.1c02466. Epub 2021 Aug 23.

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.

Publication types

  • Research Support, Non-U.S. Gov't