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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222132Generated: November 2, 2026

Water → HCID 58792115, compound

https://huagongshe.com/reaction/2222132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPropargyl alcoholHCID 7859—
ReactantSodium hydrideHCID 24758—
ReactantHCID 69220520HCID 69220520—
SolventDimethylformamideHCID 6228—
ProductHCID 58792115HCID 5879211595.8%

Reaction Steps

In 3 ml of N,N-dimethylformamide were dissolved 373 mg of 3-methylsulfonyl-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole and 84 mg of 2-propyn-1-ol, and 71 mg of sodium hydride (oil suspension; content: 60 weight %) was added under ice-cooling. The mixture was stirred for 15 minutes and at room temperature for 1.5 hour. The reaction mixture was poured to water, and extracted with tert-butyl methyl ether. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 326 mg of 3-(2-propynyloxy)-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole (hereinafter, referred to as the present compound (20)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371746B2
Source datasetuspto-grants-2008_05
ORD IDord-d43819076bc34e2faa535b213aa3afa1
Source noteuspto-grants-2008_05