Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63528Generated: October 29, 2026

Water → 2-(4-Chlorophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carboxylic acid

https://huagongshe.com/reaction/63528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant2-(4-Chlorophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carbonitrileHCID 86698997—
SolventEthanolHCID 702—
Product2-(4-Chlorophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carboxylic acidHCID 86698998—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred solution of (v) (20 g, 0.06 mol) in EtOH:water (400 ml, 1:1 v/v) was added NaOH (59.0 g, 0.02 mol) and the reaction mixture heated at 90° C. for 15 h. The reaction was then cooled to RT and the volatiles were removed in vacuo. The residual aqueous solution was acidified to pH 2 with aq. 2N HCl solution whereupon a solid precipitated from solution. The solid was separated by filtration and dissolved in EtOAc (300 mL), dried (Na2SO4) and concentrated in vacuo to give (vi) (7.5 g, with purity 75% by HPLC analysis). The material was used unpurified in subsequent steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447080B2
Source datasetuspto-grants-2016_09
ORD IDord-616b5a9e4eff4e59a5082410877cdea5
Source noteuspto-grants-2016_09