Diethyl (ethoxymethylene)malonate → HCID 178469604, compound

HRID 842031Notes

Reaction equation

HRID 842031 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.CC[O:12][CH:13]=[C:14]([C:20](OCC)=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[CH2:18]([O:17][C:15]([C:14]1[CH:20]=[N:1][C:2]2[C:3]([C:13]=1[OH:12])=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=2)=[O:16])[CH3:19]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 811216-Methoxy-3-pyridinylamine

Product 1

HCID 178469604HCID 178469604, compound

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Procedure

3-Amino-6-methoxypyridine (12.41 g) and diethyl ethoxymethylene malonate (20.2 ml) in Dowtherm A (400 ml) was heated at reflux, under argon for 1 h. The cooled reaction mixture was poured onto pentane (1 litre). The precipiated solid was collected by filration, washing with pentane. Drying afforded the title compound (24.78 g, crude).

Workup

  1. temperatureat reflux, under argon for 1 h
  2. customThe cooled reaction mixture
  3. additionwas poured onto pentane (1 litre)
  4. customThe precipiated solid was collected by filration
  5. washwashing with pentane
  6. customDrying

Sources & evidence

ORD record
ord-27a56546be5447379649e7eaa7c418c0
Source dataset
uspto-grants-2002_04
Patent number
US06372757B1

Reaction notes

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