Diethyl (ethoxymethylene)malonate → HCID 2268087, compound

HRID 598091Notes

Reaction equation

HRID 598091 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].C(O[CH:12]=[C:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])C>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][CH:12]=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 115623-Bromoaniline

Product 1

HCID 2268087HCID 2268087, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

3-Bromoaniline (10.0 g, 47 mmol) was dissolved in abs. ethanol (100 mL). Diethyl ethoxymethylenemalonate (10.2 g, 47 mmol) was added. The solution stirred at 80° C. overnight. The solution was slowly cooled and a precipitant formed. The product was filtered and dried to give 12.6 g (70%) of the title compound.

Workup

  1. temperatureThe solution was slowly cooled
  2. filtrationThe product was filtered
  3. customdried

Sources & evidence

ORD record
ord-a5f4982049824419adb6d9009bc21e09
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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