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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917332Generated: October 27, 2026

Benzyl Alcohol → 5-Benzyloxy-3-benzylthio-1,2,4-thiadiazole

https://huagongshe.com/reaction/917332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantSodium ChlorideHCID 5234—
ReactantSodium hydrideHCID 24758—
Reactant3-(Benzylsulfanyl)-5-chloro-1,2,4-thiadiazoleHCID 12151383—
SolventDimethylformamideHCID 6228—
Product5-Benzyloxy-3-benzylthio-1,2,4-thiadiazoleHCID 1215138446.5%

Reaction Steps

Into 3 ml of N,N-dimethylformamide were dissolved 243 mg of 5-chloro-3-benzylthio-1,2,4-thiadiazole and 108 mg of benzyl alcohol, 48 mg of sodium hydride (60% in oil) was added thereto under ice-cooling, and the reaction mixture was stirred for 1 hour under ice-cooling and for 17 hours 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 146 mg of 5-benzyloxy-3-benzylthio-1,2,4-thiadiazole (hereinafter, referred to as the present compound (31)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273879B2
Source datasetuspto-grants-2007_09
ORD IDord-2035caffa12a413a9a08f19e70da5278
Source noteuspto-grants-2007_09