Diethyl (ethoxymethylene)malonate → 6-Propyl-3,5-diethoxycarbonyl-2-oxo-1,2-dihydropyridine

HRID 1708148Notes

Reaction equation

HRID 1708148 reaction equation
[NH2:1][C:2]([CH2:9][CH2:10][CH3:11])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].C([O:14][CH:15]=[C:16]([C:22](OCC)=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>>[CH2:9]([C:2]1[NH:1][C:15](=[O:14])[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:22][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 85320704Ethyl 3-amino-hex-2-enoate

Product 1

HCID 233520836-Propyl-3,5-diethoxycarbonyl-2-oxo-1,2-dihydropyridine

Conditions

Temperature
20 °C

Procedure

62.8 g (0.4 mol) of ethyl 3-amino-hex-2-en-oate and 86.4 g (0.4 mol) of diethyl ethoxymethylenemalonate are stirred at 100° C. for 40 hours. The mixture is cooled to 20° C. and the solid is filtered off with suction and recrystallised from ethanol.

Workup

  1. filtrationthe solid is filtered off with suction
  2. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-2b895592587a448b9707d878196e132c
Source dataset
uspto-grants-1994_10
Patent number
US05356911

Reaction notes

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