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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1163383Generated: October 28, 2026

Ethanol → 2-(5-Nitro-1H-indazol-1-yl)ethan-1-ol

https://huagongshe.com/reaction/1163383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazineHCID 9321—
Reactant2-Chloro-5-nitrobenzaldehydeHCID 72933—
ReactantDiisopropylethylamineHCID 81531—
SolventEthyl AcetateHCID 8857—
Product2-(5-Nitro-1H-indazol-1-yl)ethan-1-olHCID 46835744—

Reaction Steps

To a solution of 2-chloro-5-nitrobenzaldehyde (4 mmol) in ethanol (10 mL) was added aqueous hydrazine (5 mmol), and the resulting solution was heated at reflux for 2 h to complete hydrazone formation. DIEA (10 mmol) was added to the reaction mixture, and the reaction was subjected to microwave irradiation at 150° C. for 8-10 h. After removal of volatiles in vacuo, the residue obtained was dissolved in EtOAc (30 mL), washed with water (20 mL) and brine (20 mL) and dried over anhydrous sodium sulfate. The solvent was removed in vacuo to yield the product, 2-(5-nitroindazol-1-yl)-ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820821B2
Source datasetuspto-grants-2010_10
ORD IDord-ece584794ab445848b353cc4a8ab9e09
Source noteuspto-grants-2010_10