A new route to indazolone via amidation reaction of o-carboxyazobenzene

Chengjie Li; Tianyi Zhang; Zhe Zeng; Xiujun Liu; Yunfeng Zhao; Bao Zhang; Yaqing Feng

doi:10.1021/ol203020x

A new route to indazolone via amidation reaction of o-carboxyazobenzene

Org Lett. 2012 Jan 20;14(2):479-81. doi: 10.1021/ol203020x. Epub 2012 Jan 10.

Authors

Chengjie Li¹, Tianyi Zhang, Zhe Zeng, Xiujun Liu, Yunfeng Zhao, Bao Zhang, Yaqing Feng

Affiliation

¹ School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China.

PMID: 22233207
DOI: 10.1021/ol203020x

Abstract

One new route for the synthesis of amino-substituted indazol-3,5-dione via the amidation reaction of o-carboxyazobenzenes is reported. Optimization which includes effects of the solvents, molar ratio of starting materials, and dehydrating agents on this reaction has been studied. A possible reaction mechanism has been proposed on the basis of the product's structure, and the steric hindrance could be the main reason for low yield.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amination
Azo Compounds / chemistry*
Benzene / chemistry*
Indazoles / chemical synthesis*
Models, Molecular
Molecular Structure

Substances

Azo Compounds
Indazoles
Benzene