2-Aminoquinoline → HCID 21389783, compound

HRID 1833559Notes

Reaction equation

HRID 1833559 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.C([O:14][C:15](=O)[C:16](=[CH:19]OCC)[C:17]#[N:18])C>>[O:14]=[C:15]1[N:3]2[C:4]3[C:9]([CH:10]=[CH:11][C:2]2=[N:1][CH:19]=[C:16]1[C:17]#[N:18])=[CH:8][CH:7]=[CH:6][CH:5]=3

Participants

3

Reactant 2

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

Product 1

HCID 21389783HCID 21389783, compound

Procedure

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

Workup

  1. customto give ethyl
  2. distillationwhich when distilled under reduced pressure

Sources & evidence

ORD record
ord-c1fe1423a69c4b4597f79248c40d6a88
Source dataset
uspto-grants-1978_01
Patent number
US04066766

Reaction notes

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