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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263146Generated: October 30, 2026

Water → HCID 22236063, compound

https://huagongshe.com/reaction/2263146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant3-Methylisothiazol-5-amineHCID 32307—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22236063HCID 2223606339.9%

Reaction Steps

To a solution of 3-methylisothiazol-5-amine (1.00 g, 6.64 mmol) and pyridine (1.30 ml, 7.97 mmol) in tetrahydrofuran (22 ml) was added 2,2,2-trichloroethyl chloroformate (1.10 ml, 7.97 mmol) with ice-cooling and the mixture was stirred at room temperature for 3 hours. Water was poured into the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain the desired product (767 mg, 39.9%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-8b0c040df5f84262a1a7bf87b78c67a7
Source noteuspto-grants-2010_12