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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814758Generated: November 1, 2026

Water → 1-(3-Nitrophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid

https://huagongshe.com/reaction/1814758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2,3-dihydro-1-(3-nitrophenyl)-3-oxo-1H-pyrazole-4-carboxylateHCID 69180302—
Solvent1,4-DioxaneHCID 31275—
Product1-(3-Nitrophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acidHCID 2249868762.6%

Reaction Steps

1-(3-Nitrophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid methyl ester (1.43 g, 0.005 mole) (Taylor A. W. et al, Tetrahedron, 1987, 43 (3), 607-616) in 1,4-dioxane (100 ml) and water (100 ml) was treated with sodium hydroxide (2 g, 0.05 mole) and heated under reflux for 6 hours. The mixture was allowed to cool then concentrated to a small volume in-vacuo, and acidified with concentrated hydrochloric acid. The resulting solid was filtered off and dried in-vacuo to give the title compound as an off-white solid (0.78 g, 60%). M.S. (−ive ion electrospray) m/z 248 ([M−H]−, 25%), 276 (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06878704B2
Source datasetuspto-grants-2005_04
ORD IDord-9dc4d69e6e0c47fb83e8091c9f0ca3da
Source noteuspto-grants-2005_04