Acetamidomalonic acid diethyl ester → HCID 54208217, compound

HRID 1728775Notes

Reaction equation

HRID 1728775 reaction equation
[C:1]([NH:4][CH:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2].[O-]CC.[Na+].[Cl:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:24]Br>C(O)C>[Cl:20][C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:24][CH2:2][C:1]([NH:4][CH:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:3]

Participants

5

Reactant 3

HCID 14041Acetamidomalonic acid diethyl esterHCID 6397264-(Bromomethyl)-1,2-dichlorobenzeneHCID 2723922Sodium ethoxide

Product 1

HCID 54208217HCID 54208217, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Diethyl acetamidomalonate (48.2 g) was dissolved in ethanol (250 ml) containing sodium ethoxide (10.2 g) and stirred at room temperature for 0.5 hours before adding 3,4-dichlorobenzyl bromide and heating at reflux for 3.5 hours. After cooling, the title compound was collected by filtration and dried under reduced pressure(36.73 g).

Workup

  1. temperatureheating
  2. temperatureat reflux for 3.5 hours
  3. temperatureAfter cooling
  4. filtrationthe title compound was collected by filtration
  5. customdried under reduced pressure(36.73 g)

Sources & evidence

ORD record
ord-8c2ee465629f4b1b94c98cb714293ad7
Source dataset
uspto-grants-1994_07
Patent number
US05328927

Reaction notes

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