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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074143Generated: November 2, 2026

Methanol → methyl 3-nitro-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/2074143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant5-Nitro-1H-pyrazole-3-carboxylic acidHCID 86222684—
Productmethyl 3-nitro-1H-pyrazole-5-carboxylateHCID 13545233788%

Reaction Steps

Thionyl chloride (1 mL) was added to a solution of 5-nitro-3-pyrazolecarboxylic acid (9.800 g, 62.3 mmol) in anhydrous methanol (100 mL), the reaction mixture was heated to reflux overnight. The solvents was removed in vacuo, the residue was recrystallized from ethyl acetate and hexanes to give 5-nitro-1H-pyrazole-3-carboxylic acid methyl ester (9.42 g, 88%). 1H NMR (300 MHz, CDCl3) δ 7.38 (s, 1H), 3.99 (s, 3H). MS (ES+) m/z 170.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919496B2
Source datasetuspto-grants-2011_04
ORD IDord-68506e41c79e40b9b81712f7d3127018
Source noteuspto-grants-2011_04