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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474003Generated: November 1, 2026

Cesium carbonate → N-(4-Chloro-3-(cyclopentenyloxy)phenyl)thiazol-2-amine

https://huagongshe.com/reaction/1474003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-(Chloromethyl)cyclopent-1-eneHCID 12914389—
Reactant2-Chloro-5-(thiazol-2-ylamino)phenolHCID 86096006—
SolventAcetoneHCID 180—
ProductN-(4-Chloro-3-(cyclopentenyloxy)phenyl)thiazol-2-amineHCID 8664504725%

Reaction Conditions

Temperature60 °C

Reaction Steps

Following the general procedure for O-allylation, Method B, a mixture 2-chloro-5-(thiazol-2-ylamino)phenol (88 mg, 0.39 mmol) and Cs2CO3 (127 mg, 0.39 mmol) in acetone was treated with 1-(chloromethyl)cyclopentene (60 mg, 0.39 mmol) at 0° C. The reaction mixture was heated to 60° C. and stirred for 3 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 8/2) in 25% yield (29 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018209B2
Source datasetuspto-grants-2015_04
ORD IDord-3da9da1998844294a504bc311b1f751f
Source noteuspto-grants-2015_04