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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594412Generated: October 30, 2026

2-Butyn-1-ol → HCID 58610431, compound

https://huagongshe.com/reaction/1594412

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butyn-1-olHCID 12991—
ReactantSodium hydrideHCID 24758—
ReactantHCID 69027278HCID 69027278—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 58610431HCID 5861043167.1%

Reaction Steps

400 mg of 3-methylsulfonyl-5-(4-methylcyclohexyl)-1,2,4-thiadiazole and 129 mg of 2-butyn-1-ol were dissolved in 3 ml of N,N-dimethylformamide, 80 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 12 hours at room temperature. Then, the reaction mixture was added to saturated brine, and extracted with t-butyl methyl ether. The organic layer was concentrated under reduced pressure, and the residue obtained was subjected to silica gel column chromatography to give 258 mg of 5-(4-methylcyclohexyl)-3-(2-butynyloxy)-1,2,4-thiadiazole (hereinafter referred to as the present invention compound (12)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07301032B2
Source datasetuspto-grants-2007_11
ORD IDord-3255b1adb4744e6296c2bf26876e6e84
Source noteuspto-grants-2007_11