2-Aminoquinoline → HCID 70633577, compound

HRID 328565Notes

Reaction equation

HRID 328565 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:12]([O:14][C:15](=[O:23])[C:16](=[CH:19]OCC)[C:17]#[N:18])[CH3:13]>>[N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[NH:1][CH:19]=[C:16]([C:17]#[N:18])[C:15]([O:14][CH2:12][CH3:13])=[O:23]

Participants

3

Reactant 2

HCID 113792-AminoquinolineHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester

Product 1

HCID 70633577HCID 70633577, compound

Procedure

Antaki, J. Am. Chem. Soc., 80, 3066-9 (1958) reports the condensation of 2-aminoquinoline and ethylethoxymethylenecyanoacetate to give ethyl 2-quinolylaminomethylenecyanoacetate which when distilled under reduced pressure afforded 1-oxo-1H-pyrimido[1,2-a]quinoline-2-carbonitrile. The compound demonstrated antischistosomal action.

Sources & evidence

ORD record
ord-cacf78ec7b534bbf9e9d3e89e24cb3b5
Source dataset
uspto-grants-1977_04
Patent number
US04017625

Reaction notes

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