63134-00-9Relevant academic research and scientific papers
Nitrophenyl imino propionates
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, (2008/06/13)
A feature of the present invention is the provision of imidic esters having halo and nitro substituents on the phenyl ring attached to the nitrogen atom of the imidic ester, and of a method for preparing such compounds in high yields. In accordance with the process of the present invention, it has been found that imidic esters can be prepared in high yields using available starting materials. In the process, an alkyl β-alkoxy-β-iminopropionate salt is reacted first with a suitable alkanol to form an orthoester intermediate in situ. Then the orthoester is converted in high yields to the corresponding imidic ester by condensation with an aniline while simultaneously removing alkanol from the reaction mixture to drive the equilibrium reaction to completion. In a preferred form of the invention, the formation of the imidic ester is carried out in a high boiling solvent whose presence enables the condensation to be carried out more effectively at a high temperatue than with alkanol alone. Particularly, the high boiling solvent mixture adds volume to the reaction mixture which enables good agitation of the reactants at a predetermined and measureable reaction temperature. Furthermore, it facilitates the simultaneous distillation of the more volatile alkanol by-product from the reaction mixture.
