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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918519Generated: November 1, 2026

3-Nitrobenzaldehyde → 2-Amino-4-(3-nitrophenyl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/918519

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrobenzaldehydeHCID 7449—
Reactant1,3-CyclohexanedioneHCID 10434—
ReactantCarbamimidoyl-acetic acid ethyl esterHCID 4599837—
Product2-Amino-4-(3-nitrophenyl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl esterHCID 1239111761%

Reaction Steps

Upon boiling a solution of 7.6 g of 3-nitrobenzaldehyde, 5.6 g of cyclohexane-1,3-dione and 6.5 g of amidinoacetic acid ethyl ester for 1 hour, 2-amino-4-(3-nitrophenyl)-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester of melting point >260°C is obtained (alcohol/DMF). Yield: 61% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03971790
Source datasetuspto-grants-1976_07
ORD IDord-b248a1d509534039955926960cbc295a
Source noteuspto-grants-1976_07