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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48232Generated: October 28, 2026

Dimethylformamide → [(6-Nitro-5-quinolinyl)amino]oxo-acetic acid ethyl ester

https://huagongshe.com/reaction/48232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant6-Nitroquinolin-5-ylamineHCID 118901—
ReactantButanoyl chloride, 2-oxo-HCID 11007880—
Product[(6-Nitro-5-quinolinyl)amino]oxo-acetic acid ethyl esterHCID 1008555480%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 5-amino-6-nitroquinoline (3 g, 16 mmol) in 50 mL dimethylformamide was treated with triethylamine (3.2 g, 32 mmol) and ethyloxalyl chloride (3.2 g, 24 mmol) and heated at 50° C. for 1 hour. After removing the triethylamine hydrochloride by filtration, the filtrate was concentrated and diethyl ether added. The title compound (3.7 g, 80% yield) was collected by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703391B2
Source datasetuspto-grants-2004_03
ORD IDord-a11dfcfbd646463ca3727e7a64b8193d
Source noteuspto-grants-2004_03