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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088946Generated: October 31, 2026

Acetic Acid → 5-amino-3,3-dimethylindolin-2-one

https://huagongshe.com/reaction/1088946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
Reactant5-Nitro-2-oxindoleHCID 230366—
CatalystPalladiumHCID 23938—
Product5-amino-3,3-dimethylindolin-2-oneHCID 22162091—

Reaction Conditions

Temperature40 °C

Reaction Steps

A suspension of 100 g. (0.48 mol) 5-nitroindolin-2-one in 2500 ml. methanol with 200 ml. glacial acetic acid is hydrogenated, while stirring well, at 40° C. in the presence of 10 g. of 10% Pd/C. The subsequently clear solution is freed from catalyst by suction filtration and the filtrate is evaporated. Yield: 82 g. (96% of theory); m.p. 185°-191° C. (HCl-salt from methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04963686
Source datasetuspto-grants-1990_10
ORD IDord-60e5b4ec92d4426ab0e94aea81529e76
Source noteuspto-grants-1990_10