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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917336Generated: October 27, 2026

Sodium Chloride → 5-(6-Chloro-2-pyridylmethyloxy)-3-methylthio-1,2,4-thiadiazole

https://huagongshe.com/reaction/917336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium hydrideHCID 24758—
Reactant(6-Chloropyridin-2-yl)methanolHCID 182139—
Reactant5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazoleHCID 570953—
SolventDimethylformamideHCID 6228—
Product5-(6-Chloro-2-pyridylmethyloxy)-3-methylthio-1,2,4-thiadiazoleHCID 1215139012.3%

Reaction Steps

Into 3 g of N,N-dimethylformamide were dissolved 251 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 188 mg of 6-chloro-2-pyridylmethyl alcohol, 72 mg of sodium hydride (60% in oil) was added thereto at room temperature, and the reaction mixture was stirred for 30 minutes. The reaction mixture was added to saturated sodium chloride aqueous solution, and extracted with t-butyl methyl ether. The organic layer was concentrated, and the residue obtained was subjected to silica gel column chromatography to give 44 mg of 5-(6-chloro-2-pyridylmethyloxy)-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (35)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273879B2
Source datasetuspto-grants-2007_09
ORD IDord-82714a44eb96410eb352b0cbd4eb50ef
Source noteuspto-grants-2007_09