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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767485Generated: October 31, 2026

Piperazine → 1,6-Dimethyl-2-oxo-4-piperazin-1-yl-1,2-dihydro-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1767485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant4-Chloro-1,6-dimethyl-2-oxo-1,2-dihydro-quinoline-3-carbonitrileHCID 21081959—
SolventDichloromethaneHCID 6344—
Product1,6-Dimethyl-2-oxo-4-piperazin-1-yl-1,2-dihydro-quinoline-3-carbonitrileHCID 2108190188.1%

Reaction Steps

A solution of Compound 23 (1 g, 4.3 mmol) in dichloromethane was added slowly to a stirred solution of piperazine (1.1 g, 12.9 mmol) in dichloromethane at room temperature. The solution was stirred overnight at room temperature. The solvent was removed under reduced pressure. The residue was taken in water, sonicated briefly, and filtered. The solids were dissolved in ethyl acetate and washed by water. The organic layer was dried over Na2SO4 and concentrated to yield 1.07 g (88%) yellow solids. M.P. 274° C. 1H NMR (DMSO-d6): δ 2.39 (s, 3H), 2.94 (m, 4H), 3.48 (m, 4H), 3.54 (s, 3H), 7.45 (d, J=8.6 Hz, 1H), 7.56 (dd, J=1.3, 8.6 Hz, 1H), 7.64 (s, 1H). EIMS m/z 283 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07235546B2
Source datasetuspto-grants-2007_06
ORD IDord-3ee8bc9841b84e14b733642675276535
Source noteuspto-grants-2007_06