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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234354Generated: November 2, 2026

N-(3-dimethylamino-2,2-dimethyl-propyl)-3-methoxy-4-nitro-benzamide → 4-amino-N-(3-dimethylamino-2,2-dimethyl-propyl)-3-methoxy-benzamide

https://huagongshe.com/reaction/2234354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(3-dimethylamino-2,2-dimethyl-propyl)-3-methoxy-4-nitro-benzamideHCID 68685548—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-amino-N-(3-dimethylamino-2,2-dimethyl-propyl)-3-methoxy-benzamideHCID 59295110104.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

A suspension of N-(3-dimethylamino-2,2-dimethyl-propyl)-3-methoxy-4-nitro-benzamide (Intermediate 23; 5.7 g, 18.40 mmol), 5% Pd on charcoal (569 mg) in EtOH (300 mL) was stirred at 40° C. under a hydrogen atmosphere for 16 h. The reaction mixture was then filtered through celite, washed with copious MeOH and the volatiles removed under reduced pressure to afford the title compound (5.36 g, Quant.) as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709471B2
Source datasetuspto-grants-2010_05
ORD IDord-c80c79f728ad48729456c07f8c630038
Source noteuspto-grants-2010_05