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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521812Generated: October 25, 2026

Dimethyl Sulfate → 1-methyl-4-nitro-1H-pyrazole

https://huagongshe.com/reaction/521812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
Reactant4-nitro-1H-pyrazoleHCID 16376—
SolventSodium HydroxideHCID 14798—
Product1-methyl-4-nitro-1H-pyrazoleHCID 1989576.5%

Reaction Steps

To a 500 mL round bottom flask containing 4-nitro-1-H-pyrazole (5 g, 44.2 mmol) was added sodium hydroxide (1M, 200 mL) and dimethyl sulfate (31 mL, 330 mmol). The mixture was stirred at room temperature for 72 h and the mixture was extracted with CH2Cl2 (2×150 mL). The organic layer was separated and the solvent was distilled off to yield 1-methyl-4-nitro-1H-pyrazole as a white solid (4.30 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328106B2
Source datasetuspto-grants-2016_05
ORD IDord-5d0693790be74daa9232a9d7cfdd9134
Source noteuspto-grants-2016_05