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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240917Generated: October 25, 2026

2-Methoxy-5-nitroaniline → N-(2-methoxy-5-nitrophenyl)propanamide

https://huagongshe.com/reaction/240917

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxy-5-nitroanilineHCID 7447—
ReactantTriethylamineHCID 8471—
ReactantPropionyl chlorideHCID 62324—
SolventDichloromethaneHCID 6344—
ProductN-(2-methoxy-5-nitrophenyl)propanamideHCID 217614498.1%

Reaction Steps

2-methoxy-5-nitroaniline (1) (10.1 g, 60.0 mmol) in 250 mL dichloromethane at 0°-5° C. was treated with triethylamine (10.0 g, 100.0 mmol) and propionyl chloride (6.7 g, 6.3 mL, 72.0 mmol) for 1 hour and 0.5 h at room temperature (RT). Normal aqueous workup and removal of solvent gave a light yellow solid which was washed with hexane/EtOAc (9:1) to yield solid N-(2-Methoxy-5-nitro-phenyl)-propionamide (2) (13.2 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648104B2
Source datasetuspto-grants-2014_02
ORD IDord-f027d2a09ee44c4cb92ff0e7f92ae1ce
Source noteuspto-grants-2014_02