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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415455Generated: November 1, 2026

2,4-Dinitrophenetole → 2,4-Diamino-1-ethoxybenzene

https://huagongshe.com/reaction/1415455

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DinitrophenetoleHCID 11887—
ReactantHCID 178418361HCID 178418361—
CatalystWaterHCID 962—
SolventO-ToluidineHCID 7242—
Product2,4-Diamino-1-ethoxybenzeneHCID 4998197.3%

Reaction Steps

100 g (0.472 mol) of 2,4-dinitrophenetole were hydrogenated, in a 700 ml stirred autoclave, in 300 ml of o-toluidine with 12 g of water-moist palladium catalyst (1.0% by weight of palladium on active charcoal), corresponding to 4.8 g of dry catalyst, at about 80° C and a hydrogen pressure of between 5 and 10 bars. After about 23/4 hours, the hydrogen absorption and the reaction had ended. The catalyst was filtered off and the solvent and water of reaction were distilled off under normal pressure. 69.8 g (97.3% of theory) of crude 2,4-diaminophenetole of solidification point 63.5° C were obtained. The compound purified by distillation under reduced pressure had a solidification point of 64.2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04005143
Source datasetuspto-grants-1977_01
ORD IDord-4d1fa4e86c374bf880112041658af27a
Source noteuspto-grants-1977_01