Diethyl (ethoxymethylene)malonate → HCID 21850854, compound

HRID 618442Notes

Reaction equation

HRID 618442 reaction equation
[NH2:1][C:2]1[C:3]([O:8][CH3:9])=[N:4][CH:5]=[CH:6][CH:7]=1.CCO[CH:13]=[C:14]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16]>>[CH2:23]([O:22][C:20]([C:14](=[CH:13][NH:1][C:2]1[C:3]([O:8][CH3:9])=[N:4][CH:5]=[CH:6][CH:7]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:21])[CH3:24]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 27374883-Amino-2-methoxypyridine

Product 1

HCID 21850854HCID 21850854, compoundYield 82.6%

Conditions

Temperature
60 °C

Procedure

3-amino-2-methoxypyridine (12.0 g) was reacted with diethyl ethoxymethylene malonate (23.0 g) at a temperature of 120° C. to 130° C. for 30 minutes while distilling ethanol produced during the reaction. After completion of the reaction, the reaction mixture was cooled to 60° C., and poured into petroleum ether (200 ml) and cooled to 0° C. The resulting precipitates were filtered to give 23.5 g (82%) of the titled compound.

Workup

  1. distillationwhile distilling ethanol
  2. customproduced during the reaction
  3. customAfter completion of the reaction
  4. temperaturecooled to 0° C
  5. customThe resulting precipitates
  6. filtrationwere filtered

Sources & evidence

ORD record
ord-92113c4340c0441e9d95a828461264cf
Source dataset
uspto-grants-1999_09
Patent number
US05952504

Reaction notes

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