PAPER	Synthesis 2005: 1801-1806   DOI: 10.1055/s-2005-869974
© Georg Thieme Verlag Stuttgart · New York
An Easy Access to Aryl Azides from Aryl Amines under Neutral Conditions
Jagattaran Das*, Santoshkumar N. Patil, Riti Awasthi, C. Prasad Narasimhulu, Sanjay Trehan
Discovery Research, Dr. Reddy's Laboratories Ltd., Miyapur, Hyderabad 500 049, India Fax: +91(40)23045438; e-Mail: jagat@drreddys.com;
Received 13 December 2004

Abstract

A variety of substituted aryl amines were transformed into aryl azides using t-BuONO and moist NaN₃ in t-BuOH in good to excellent yields. Smooth transformation was observed with anilines, having electron withdrawing and donating groups. Both acid- and base-sensitive groups survived the reaction conditions.

Key words

amines - azides - anilines - diazo compounds - sodium azide