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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940885Generated: November 1, 2026

Diethyl Ether → [4-(Chloromethyl)-1,3-thiazol-2-yl]methanol hydrochloride

https://huagongshe.com/reaction/1940885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Acetoxymethyl-4-chloromethyl-4-hydroxythiazolineHCID 11790827—
SolventHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
Product[4-(Chloromethyl)-1,3-thiazol-2-yl]methanol hydrochlorideHCID 2146445793%

Reaction Conditions

Temperature0 °C

Reaction Steps

7.48 g of 2-acetoxymethyl-4-chloromethyl-4-hydroxy-thiazoline, prepared according to either Example 3 or 4, was suspended in 20 ml of 5N hydrogen chloride in isopropanol and heated to reflux for 45 minutes. The suspension was cooled in an ice bath and 30 ml of diethyl ether added dropwise over 30 minutes. The slurry was stirred a further 30 minutes at 0° C. and the precipitate filtered, washed with ether and dried under vacuum. 4-chloromethyl-2-hydroxymethylthiazole hydrochloride, 6.22 g (93% yield) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05700945
Source datasetuspto-grants-1997_12
ORD IDord-de57cedc9da74d3ebeb87a957a9a593f
Source noteuspto-grants-1997_12