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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340484Generated: October 29, 2026

Chloroform → 1-methyl-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/340484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantMethyl iodideHCID 6328—
Reactant5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2-olHCID 178526842—
ReactantHCID 178526843HCID 178526843—
CatalystHCID 178418647HCID 178418647—
SolventWaterHCID 962—
Product1-methyl-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2(1H)-oneHCID 86683867—
Product1-methyl-5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2(1H)-oneHCID 86683868—

Reaction Steps

Silver carbonate (377 mg) and methyl iodide (366 W) were added to a chloroform (10 ml) solution containing the mixture of 5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2-ol and 5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2-ol (184 mg) obtained in the 1st step while shielding light, followed by reflux for 2 hours. Water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=2:5 to 2:3), and a white solid of 1-methyl-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridin-2(1H)-one (28.1 mg) and a white solid of 1-methyl-5-nitro-3-(1H-1,2,3-triazol-1-yl)pyridin-2(1H)-one (23.3 mg) were thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895585B2
Source datasetuspto-grants-2014_11
ORD IDord-a59a8f0990b54308938cb14c13ae5dfe
Source noteuspto-grants-2014_11