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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114891Generated: October 31, 2026

Hydrochloric Acid → 7-Fluoro-5-nitro-1-propyl-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/2114891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPropylamineHCID 7852—
Reactant(2,3-Difluoro-5-nitrophenyl)acetic acidHCID 11951676—
SolventDimethyl SulfoxideHCID 679—
Product7-Fluoro-5-nitro-1-propyl-1,3-dihydro-indol-2-oneHCID 69272607—

Reaction Conditions

Temperature50 °C

Reaction Steps

Crude (2,3-difluoro-5-nitrophenyl) acetic acid (2.00 g, 9.2 mmol) and n-propylamine (6 eq., 4.54 ml, 0.0553 mol) are mixed in DMSO (10 ml) and stirred at 50° C. for 2 hours. 2N Hydrochloric acid (40 ml) is added in one portion and the mixture stirred at room temperature for 2 hours. The resulting light yellow precipitate is filtered, washed with water and dried under vacuum. The residue is purified by flash column chromatography (20% Ethylacetate/hexane) to give the title compound as a yellow solid. HPLC r.t. 5.40 min; MS for C11H11FN2O3 m/z 239.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435751B2
Source datasetuspto-grants-2008_10
ORD IDord-3ea1432df25e4094b7ab80847184fefb
Source noteuspto-grants-2008_10