4-Pyridinecarboxaldehyde → HCID 21498308, compound

HRID 1287872Notes

Reaction equation

HRID 1287872 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.[CH2:9]([O:11][C:12](=[O:19])[CH:13]=[C:14]([NH2:18])[S:15][CH2:16][CH3:17])[CH3:10]>C(O)C>[CH2:9]([O:11][C:12]([C:13]1[CH:7]([C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)[CH:13]([C:12]([O:11][CH2:9][CH3:10])=[O:19])[C:14]([S:15][CH2:16][CH3:17])=[N:18][C:14]=1[NH2:18])=[O:19])[CH3:10]

Participants

4

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 71365247Ethyl 3-amino-3-(ethylsulfanyl)prop-2-enoate

Product 1

HCID 21498308HCID 21498308, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Upon boiling a solution of 5.3 g of pyridine-4-aldehyde and 17.5 g of 3-amino-3-ethylmercaptoacrylic acid ethyl ester in 100 ml of ethanol for 5 hours, 2-amino-4-(4-pyridyl)-6-ethylmercapto-4,5-dihydropyridine-3,5-dicarboxylic acid diethyl ester of melting point 156° C is obtained. Yield: 47% of theory.

Workup

  1. customfor 5 hours

Sources & evidence

ORD record
ord-7034bf0886b74cff804e87c5aa92251f
Source dataset
uspto-grants-1976_10
Patent number
US03985886

Reaction notes

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