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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473991Generated: November 2, 2026

Diethyl Ether → 2-Thiazolamine, N-[4-chloro-3-(2-furanylmethoxy)phenyl]-

https://huagongshe.com/reaction/1473991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantCesium carbonateHCID 10796—
Reactant2-(Bromomethyl)furanHCID 4603765—
Reactant2-Chloro-5-(thiazol-2-ylamino)phenolHCID 86096006—
SolventAcetoneHCID 180—
Product2-Thiazolamine, N-[4-chloro-3-(2-furanylmethoxy)phenyl]-HCID 1595609832%

Reaction Steps

Following the general procedure for O-alkylation, Method B, a mixture of 2-chloro-5-(thiazol-2-ylamino)phenol (100 mg, 0.44 mmol) and Cs2CO3 (152, 0.44 mmol) in acetone (4.4 mL) was treated with a freshly prepeared solution of 2-furylbromomethane in ether (0.75 mL, 0.44 mmol) at room temperature. Reaction control by TLC showed full conversion after 2 hrs. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 3/1) in 32% yield (43 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018209B2
Source datasetuspto-grants-2015_04
ORD IDord-de1b3f879f704c5695a08ab21c87e3cb
Source noteuspto-grants-2015_04