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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917337Generated: October 26, 2026

Sodium Chloride → 5-(2-Pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole

https://huagongshe.com/reaction/917337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium hydrideHCID 24758—
Reactant5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazoleHCID 570953—
Reactant2-PyrimidinemethanolHCID 2763024—
SolventDimethylformamideHCID 6228—
Product5-(2-Pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazoleHCID 1215139163.7%

Reaction Steps

Into 3.6 g of N,N-dimethylformamide were dissolved 304 mg of 5-chloro-3-methylthio-1,2,4-thiadiazole and 200 mg of 2-pyrimidylmethyl alcohol, 87 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 15 minutes. After stirring for 1.5 hour at room temperature, 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 278 mg of 5-(2-pyrimidylmethyloxy)-3-methylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (36)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273879B2
Source datasetuspto-grants-2007_09
ORD IDord-5ccab987ef8f4b57a70450fef65d22b5
Source noteuspto-grants-2007_09