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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973429Generated: October 31, 2026

1,3-Benzodioxole, 5-nitro- → 1,3-Benzodioxol-5-amine

https://huagongshe.com/reaction/1973429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxole, 5-nitro-HCID 75798—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,3-Benzodioxol-5-amineHCID 84310—

Reaction Steps

To a solution of 38 gms. of 1-nitro-3,4-methylenedioxybenzene in 75 mls. of absolute ethanol is added 1.5 gms. of 5% palladium on carbon. The resulting mixture is hydrogenated at approximately 4 atmospheres pressure of hydrogen and ambient temperature for 4 hours. The catalyst is removed by filtration and the filtrate concentrated to a syrup. Trituration of the syrup with petroleum ether (b.p. 30°-60°C.) causes solidification and recrystallization from the same solvent provides 1-amino-3,4-methylenedioxybenzene, m.p. 37°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03997564
Source datasetuspto-grants-1976_12
ORD IDord-34abcdb8f41443e1b8576aa93a9c8323
Source noteuspto-grants-1976_12