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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887690Generated: October 31, 2026

Hydrochloric Acid → 6-Amino-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/1887690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant2,4-Dinitrophenylacetic acidHCID 221513—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product6-Amino-1,3-dihydro-2H-indol-2-oneHCID 590538—

Reaction Conditions

Temperature50 °C

Reaction Steps

Methanol (15 mL) and 1.25 M HCl in EtOH (10 ml) was added to 2,4-dinitrophenylacetic acid (837 mg, 3.7 mmol) and Pd/C (10%; 205 mg) under Argon. The argon balloon was replaced with a hydrogen balloon and it was stirred at RT for 12 h and at 50° C. for 24 h. It was cooled to RT and filtered through celite. The solvent was removed and the residue was purified by silica gel chromatography (DCM/methanol gradient) to give the title compound as a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501763B2
Source datasetuspto-grants-2013_08
ORD IDord-a78c1beab9024f5abc6b96b3b8bf59f3
Source noteuspto-grants-2013_08