4-Quinolinecarboxaldehyde → HCID 70631655, compound

HRID 328222Notes

Reaction equation

HRID 328222 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]=O)=[CH:3][CH:2]=1.[CH2:13]([O:15][C:16](=[O:21])[CH2:17][C:18](=[NH:20])[NH2:19])[CH3:14]>C(O)C>[CH2:13]([O:15][C:16]([C:17]1[CH:11]([C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=[CH:2][CH:3]=2)[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:21])=[C:18]([NH2:19])[NH:20][C:18]=1[NH2:19])=[O:21])[CH3:14]

Participants

4

Reactant 2

HCID 780724-QuinolinecarboxaldehydeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 70631655HCID 70631655, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon heating a solution of 7.8 g quinoline-4-aldehyde and 13.0 g amidinoacetic acid ethyl ester in 200 ml ethanol for two hours, 2,6-diamino-4-(quinol-4-yl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester of m.p. 145° (ethanol) is obtained.

Sources & evidence

ORD record
ord-568b5d16063740eea19fa44a4d2919b9
Source dataset
uspto-grants-1977_04
Patent number
US04016277

Reaction notes

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