Diethyl (ethoxymethylene)malonate → 2-((4-Methoxy-phenylamino)-methylene)-malonic acid diethyl ester

HRID 2227155Notes

Reaction equation

HRID 2227155 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.C(O[CH:13]=[C:14]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])C>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 7732P-Anisidine

Product 1

HCID 6189812-((4-Methoxy-phenylamino)-methylene)-malonic acid diethyl esterYield 98.7%

Conditions

Temperature
130 °C

Procedure

A mixture of p-anisidine (2.20 g, 17.9 mmol) and diethyl ethoxymethylenemalonate 3.6 mL, 17.9 mmol) is heated at 130° C. for 2 h. While warm, the mixture is evacuated, then cooled to give 5.18 g of diethyl (4-methoxyphenylaminomethylene)malonate as an oil.

Workup

  1. temperatureWhile warm
  2. customthe mixture is evacuated
  3. temperaturecooled

Sources & evidence

ORD record
ord-8a57e38c41e545958998a09cf92ef86b
Source dataset
uspto-grants-2002_07
Patent number
US06413956B1

Reaction notes

Loading…