Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874511Generated: October 25, 2026

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

https://huagongshe.com/reaction/1874511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Fluoro-3-nitrobenzeneHCID 9823—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 57980821HCID 57980821—
SolventWaterHCID 962—
ProductN-[6-(3-nitrophenoxy)-1,3-benzothiazol-2-yl]cyclopropanecarboxamideHCID 5774925637%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of N-(6-hydroxy-1,3-benzothiazol-2-yl)cyclopropanecarboxamide (3.54 g, 15.1 mmol), 1-fluoro-3-nitrobenzene (2.24 g, 15.9 mmol), potassium carbonate (6.26 g, 45.3 mmol) and N,N-dimethylformamide (30 mL) was stirred at 150° C. for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was collected by filtration and washed with ethyl acetate-hexane to give the title compound (1.82 g, 37%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304557B2
Source datasetuspto-grants-2012_11
ORD IDord-30087a2cdad74e8aadc57da2389951e5
Source noteuspto-grants-2012_11