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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917328Generated: October 31, 2026

Sodium hydride → HCID 23032438, compound

https://huagongshe.com/reaction/917328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant(4-chloropyridin-3-yl)methanolHCID 435084—
Reactant5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazoleHCID 570953—
SolventDimethylformamideHCID 6228—
ProductHCID 23032438HCID 23032438—

Reaction Steps

Into 2.5 ml of N,N-dimethylformamide were dissolved 200 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 207 mg of 4-chloro-3-pyridylmethyl alcohol, 59 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 0.5 hour under ice-cooling and for 1 hour at room temperature. The reaction mixture was added to saturated ammonium 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 170 mg of 5-(6-chloro-3-pyridyl)methyloxy-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (21)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273879B2
Source datasetuspto-grants-2007_09
ORD IDord-0b1aaad3cfae4c308a0e5776dc373fcc
Source noteuspto-grants-2007_09