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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095769Generated: October 31, 2026

Water → N-[6-(2-fluoro-4-nitrophenoxy)-1,3-benzothiazol-2-yl]cyclopropanecarboxamide

https://huagongshe.com/reaction/2095769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
ReactantN-(6-hydroxy-1,3-benzothiazol-2-yl)cyclopropanecarboxamideHCID 57980821—
SolventDimethyl SulfoxideHCID 679—
ProductN-[6-(2-fluoro-4-nitrophenoxy)-1,3-benzothiazol-2-yl]cyclopropanecarboxamideHCID 5815856665.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of N-(6-hydroxy-1,3-benzothiazol-2-yl)cyclopropanecarboxamide (1.17 g, 5.00 mmol), 1,2-difluoro-4-nitrobenzene (0.96 g, 6.00 mmol) and cesium carbonate (3.26 g, 10.0 mmol) in dimethyl sulfoxide (10 mL) was stirred at 50° C. for 5 hr. After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate/tetrahydrofuran. The organic layer was washed with water, dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate and collected by filtration to give the title compound (1.22 g, 65%) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445509B2
Source datasetuspto-grants-2013_05
ORD IDord-7b69cda19e7343b3a69f07c8f4d67355
Source noteuspto-grants-2013_05