tert-Butyl nitrite-mediated three-component azo coupling of aromatic amines with pyrazolones: synthesis of 4-aryl diazenyl-5-hydroxy pyrazoles.

Authors

Eram Akhlaque, Lokman H Choudhury

Published in

Organic & biomolecular chemistry. Aug 25, 2026. Epub Aug 25, 2026.

Abstract

Herein, we report a simple and efficient method for the room-temperature synthesis of novel 4-aryl diazenyl-5-hydroxy pyrazoles using a three-component reaction involving aromatic amines, tert-butyl nitrite (TBN), and pyrazolones. In this process, TBN serves as the nitrogen source for the in situ generation of the corresponding diazonium salts from aromatic amines. The subsequent coupling proceeds smoothly in the absence of any catalyst or additives. A wide range of anilines and pyrazolone derivatives were found to be compatible with this protocol, demonstrating its broad substrate scope. Considering the presence of azo, hydroxy, and pyrazole moieties, the synthesized compounds are anticipated to exhibit important medicinal properties.

PMID:
42638613
Bibliographic data and abstract were imported from PubMed on 25 Aug 2026.

Read full publication at:
Please sign in to see all details.

Stats

1-terrible, 9-excellent. How would you rate this publication? Sign in in to submit your rating.

Post a comment

You need to be signed in to post comments. You can sign in here.

Comments

There are no comments yet.