N-Heterocyclization of Primary Amines with Dihalides Using Microreactors

Abstract

A practical, rapid, and efficient reaction using microreactors for the direct N-alkylation from aniline derivatives and alkyl dihalides has been achieved in the presence of aqueous potassium carbonate at an elevated temperature. This improved synthetic methodology provides a straightforward microfluid approach to the synthesis of a variety of N-aryl azacycloalkanes.

GRAPHICAL ABSTRACT

Keywords:

• Azacycloalkanes
• continuous process
• microreaction
• N-alkylation

ACKNOWLEDGMENT

The authors thank the National Research Program of China (973 Program), 2007CB714504.

Notes

^a The amount of primary amines added was at 2-mmol scale.

^b The amount of primary amines added was at 1-mmol scale. Temperature: 120 °C; Pressure: 75 psi; Yields based on starting aniline derivatives.