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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416205Generated: October 31, 2026

Ethyl cyanoacetate → 2-Oxo-1,2-dihydroquinoline-3-carbonitrile

https://huagongshe.com/reaction/2416205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoacetateHCID 7764—
ReactantPiperidineHCID 8082—
Reactant2-AminobenzaldehydeHCID 68255—
SolventEthanolHCID 702—
Product2-Oxo-1,2-dihydroquinoline-3-carbonitrileHCID 2764577—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of o-aminobenzaldehyde (Sigma) (5.80 g, 48 mmol) in 250 mL of EtOH was added ethyl cyanoacetate (Aldrich) (6.20 mL, 58 mmol) followed by piperidine (Aldrich) (1.4 mL, 14 mmol) at RT. The reaction was heated at 75° C. for 15 h then cooled to RT. The solid was filtered, washed with EtOH and dried in vacuo to give a pale yellow crystalline solid. MS m/z: 171 (M+1); 169 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06822097B1
Source datasetuspto-grants-2004_11
ORD IDord-568bc41906634def871d148fc265c99f
Source noteuspto-grants-2004_11