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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584014Generated: October 30, 2026

5-(2,6-Dichloro-4-nitro-phenoxy)-2-hydroxy-N-nonyl-benzamide → 5-(4-Amino-2,6-dichloro-phenoxy)-2-hydroxy-N-nonyl-benzamide

https://huagongshe.com/reaction/584014

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(2,6-Dichloro-4-nitro-phenoxy)-2-hydroxy-N-nonyl-benzamideHCID 22344958—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product5-(4-Amino-2,6-dichloro-phenoxy)-2-hydroxy-N-nonyl-benzamideHCID 2234492372.7%

Reaction Steps

To a solution of 5-(2,6-dichloro-4-nitro-phenoxy)-2-hydroxy-N-nonyl-benzamide (168 mg, 0.36 mmol) in a mixture of EtOH (3 ml) and EtOAc (3 ml) was added catalyst (10% Pd/C, 100 mg). The resulting mixture was hydrogenated at 55 psi for 1.5 h at RT. The mixture was filtered through Celite® and concentrated to give the title compound of Step E (115 mg) as a tan solid. The title product of Step E was used without further purification in the next step. MS (APCl+) Calc.: 438.1. Found: 439.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924310B2
Source datasetuspto-grants-2005_08
ORD IDord-b2d94db08538440b8297679dd74b19a3
Source noteuspto-grants-2005_08