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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176022Generated: November 1, 2026

Hydrazine → 1,2-Dihydro-6-nitro-3H-indazol-3-one

https://huagongshe.com/reaction/1176022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
ReactantMethyl 2-fluoro-4-nitrobenzoateHCID 3013872—
SolventEthanolHCID 702—
Product1,2-Dihydro-6-nitro-3H-indazol-3-oneHCID 3264479—

Reaction Steps

The crude material, 2-fluoro-4-nitro-benzoic acid methyl ester, from above was treated with hydrazine (1.6 mL, 51 mmol) in ethanol under reflux for 14 hrs. After removal of solvent by evaporation, the residue was washed with water. The precipitate product was filtered and dried on the vacuum pump to give the title compound which was used without further purification (4.0 g, 85% for two steps). MS (ES+): m/e=180.1 (M+H), 178.0 (M-H); LC/Method A 1.83 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842712B2
Source datasetuspto-grants-2010_11
ORD IDord-eeb45d2046d84206b9d86b8d6fdf86ab
Source noteuspto-grants-2010_11