Diethyl (ethoxymethylene)malonate → Diethyl 2-(6-phenoxy-3-pyridylaminomethylene)malonate

HRID 1956408Notes

Reaction equation

HRID 1956408 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:6][CH:7]=1.C(O[CH:18]=[C:19]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:20]([O:22][CH2:23][CH3:24])=[O:21])C>O>[O:8]([C:5]1[N:6]=[CH:7][C:2]([NH:1][CH:18]=[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:3][CH:4]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 2128566-Phenoxy-3-pyridinamine

Product 1

HCID 23209163Diethyl 2-(6-phenoxy-3-pyridylaminomethylene)malonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-amino-2-phenoxypyridine (10.49 g) and diethyl ethoxymethylenemalonate (12.2 g) was boiled under reflux for 2.5 hours. The mixture was cooled to ambient temperature and water (50 ml) was added. The mixture was extracted with dichloromethane to give diethyl 2-(6-phenoxy-3-pyridylaminomethylene)malonate as an oil.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. extractionThe mixture was extracted with dichloromethane

Sources & evidence

ORD record
ord-61f7a8462a1c407ca11de2861aaafac4
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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