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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639780Generated: October 29, 2026

Methyl iodide → 4-(4-Methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl)pyridine

https://huagongshe.com/reaction/639780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-methyl-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiolHCID 738547—
SolventEthanolHCID 702—
SolventSodium HydroxideHCID 14798—
Product4-(4-Methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl)pyridineHCID 86598794%

Reaction Steps

To a solution of 4-Methyl-5-pyridin-4-yl-2,4-dihydro-[1,2,4]triazole-3-thione (1000 mg, 5.20 mmol) in 1M sodium hydroxide (10 mL), added a solution of iodomethane (0.52 mL, 8.32 mmol) in ethanol (3 mL). Stirred at RT overnight. Extracted into 200 mL dichloromethane and washed with brine (50 mL). Dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to yield title compound (1.00 g, 94% yield). 1H-NMR (CDCl3) δ (ppm): 8.81 (d, 2H), 7.62 (d, 2H), 3.68 (s, 3H), 2.82 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691892B2
Source datasetuspto-grants-2010_04
ORD IDord-6758800d16a04f16869d642e6b765ce4
Source noteuspto-grants-2010_04