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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732133Generated: October 30, 2026

Sulfuryl chloride → 4-[5-(chloromethyl)-4-methyl-4H-1,2,4-triazol-3-yl]pyridine

https://huagongshe.com/reaction/732133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuryl chlorideHCID 24648—
ReactantSodium BicarbonateHCID 516892—
ReactantPyridine, 4-(4,5-dimethyl-4H-1,2,4-triazol-3-yl)-HCID 11600754—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-[5-(chloromethyl)-4-methyl-4H-1,2,4-triazol-3-yl]pyridineHCID 5893909623%

Reaction Steps

Sulfuryl dichloride (0.58 ml, 8.34 mmol) in DCM (8 ml) was slowly added to a cooled (−10° C.) solution of 4-(4,5-dimethyl-4H-1,2,4-triazol-3-yl)pyridine (454 mg, 2.61 mmol) in DCM (25 ml) and DMF (8 ml) and then the solution was stirred for 2 h. NaHCO3 (sat.) was added and the mixture was extracted with EA. The organic phase was dried and concentrated. Recrystallization from EA afforded 124 mg (23%) of the title compound. 1H NMR: 3.83 (s, 3 H) 4.84 (s, 2 H) 7.62 (d, 2 H) 8.82 (d, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585881B2
Source datasetuspto-grants-2009_09
ORD IDord-74e4ce88d0bc44eeacd59a9f3d4cc965
Source noteuspto-grants-2009_09