Diethyl (ethoxymethylene)malonate → HCID 4562781, compound

HRID 2061846Notes

Reaction equation

HRID 2061846 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5](=[CH:11]OCC)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[I:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20]>C1(C)C=CC=CC=1>[I:16][C:17]1[CH:18]=[C:19]([NH:20][CH:11]=[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:15])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 122713-Iodoaniline

Product 1

HCID 4562781HCID 4562781, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of ethoxymethylene malonic acid diethyl ester (13.72 g, 0.068 mol) and 3-iodoaniline (15 g, 0.068 mole) in toluene (230 ml) was refluxed for 1 h. After this period of time, solvents were removed under vacuum, and the crude material was precipitated in methyl tert-butyl ether and the resulting white solid was filtered, and dried under vacuum (24.3 g, 93%).

Workup

  1. temperaturewas refluxed for 1 h
  2. customAfter this period of time, solvents were removed under vacuum
  3. customthe crude material was precipitated in methyl tert-butyl ether
  4. filtrationthe resulting white solid was filtered
  5. customdried under vacuum (24.3 g, 93%)

Sources & evidence

ORD record
ord-81a3d30433444517a3203300c81809d2
Source dataset
uspto-grants-2012_10
Patent number
US08283361B2

Reaction notes

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