Diethyl (ethoxymethylene)malonate → HCID 58379534, compound

HRID 925513Notes

Reaction equation

HRID 925513 reaction equation
[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.CCO[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(O)C>[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][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:4][CH:3]=1

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 6428116-Bromopyridin-3-amine

Product 1

HCID 58379534HCID 58379534, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-bromopyridin-3-amine (40.3 g, 0.233 mol) and diethyl ethoxymethylene malonate (56.5 g, 0.261 mol) were added in 400 mL of ethanol, and reacted under reflux for 5 h, cooled and precipitated a solid. The reaction mixture was suction filtered and the resulting solid was washed with petroleum ether to give 71 g of a pale yellow solid.

Workup

  1. customreacted
  2. temperatureunder reflux for 5 h
  3. temperaturecooled
  4. customprecipitated a solid
  5. filtrationfiltered
  6. washthe resulting solid was washed with petroleum ether

Sources & evidence

ORD record
ord-937f78bf2c994901903f9aa8bdf27216
Source dataset
uspto-grants-2016_03
Patent number
US09284315B2

Reaction notes

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