Diethyl (ethoxymethylene)malonate → HCID 178469604, compound

HRID 891011Notes

Reaction equation

HRID 891011 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].CCCCC>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

5

Reactant 3

HCID 6871Diethyl (ethoxymethylene)malonateHCID 8003PentaneHCID 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) were heated at reflux, under argon for 1 hour. The cooled reaction mixture was poured into pentane (1 liter). The precipitated solid was collected by filtration, washed with pentane and dried to afforded a solid (24.78 g, crude).

Workup

  1. temperatureat reflux, under argon for 1 hour
  2. customThe cooled reaction mixture
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with pentane
  5. customdried
  6. customto afforded a solid (24.78 g, crude)

Sources & evidence

ORD record
ord-285dec8af1644397a52995572ef50180
Source dataset
uspto-grants-2006_02
Patent number
US07001913B1

Reaction notes

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