Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445108Generated: October 29, 2026

Water → HCID 20393125, compound

https://huagongshe.com/reaction/445108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 178516207HCID 178516207—
SolventTetrahydrofuranHCID 8028—
ProductHCID 20393125HCID 2039312592.8%

Reaction Steps

To a solution of 5-chloro-isothiazol-3-ol (5.00 g) in tetrahydrofuran (50 mL), 1,8-diazabicyclo[5.4.0]undeca-7-ene (8.42 g) was added, and to the resultant reaction mixture, a solution of chloromethyl methyl ether (4.45 g) in tetrahydrofuran (25 mL) was dropped under ice-cooling at an inside temperature of 10° C. or less. After the completion of dropping, the inside temperature was elevated to room temperature and the reaction mixture was stirred for 10 minutes. To the reaction mixture, water was added and the resultant reaction mixture was extracted with ethyl acetate. The organic phase was washed with saturated saline and was dried over anhydrous sodium sulfate. From the organic phase, the solvent was distilled off under reduced pressure to obtain the subject compound (6.15 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476287B2
Source datasetuspto-grants-2013_07
ORD IDord-95837c1331de4f068a678bd713485b9b
Source noteuspto-grants-2013_07