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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904886Generated: October 26, 2026

Benzamide, N-(5-chloro-2-hydroxy-4-nitrophenyl)- → Benzamide, N-(4-amino-5-chloro-2-hydroxyphenyl)-

https://huagongshe.com/reaction/1904886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzamide, N-(5-chloro-2-hydroxy-4-nitrophenyl)-HCID 5483228—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductBenzamide, N-(4-amino-5-chloro-2-hydroxyphenyl)-HCID 78779—

Reaction Steps

In 100 ml of ethanol was dissolved 28 g (96×10-3 mole) of 2-benzamido-4-chloro-5-nitrophenol and hydrogenation was effected by using 1.5 g of Pd-C as a catalyst. The color of the nitro derivative disappeared in 2 hours, and the Pd-C was removed by filtration and ethanol was evaporated from the filtrate, followed by extraction of the residue with ethyl acetate. The ethyl acetate layer was washed with an aqueous sodium hydrogen carbonate solution and then with water, and after drying over magnesium sulfate, ethyl acetate was evaporated. 26 g of the crude product was used as such for the following reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04840883
Source datasetuspto-grants-1989_06
ORD IDord-65598d31e3154819a861ae1e3f47c46f
Source noteuspto-grants-1989_06