Aniline → 2-Phenylaminomethylene-malonic acid diethyl ester

HRID 1911777Notes

Reaction equation

HRID 1911777 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8]([O:10][C:11](=[O:22])[C:12](=[CH:18]OCC)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:9]>>[CH2:8]([O:10][C:11](=[O:22])[C:12](=[CH:18][NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:9]

Participants

3

Reactant 2

HCID 6115AnilineHCID 6871Diethyl (ethoxymethylene)malonate

Product 1

HCID 2643272-Phenylaminomethylene-malonic acid diethyl ester

Conditions

Temperature
110 °C

Procedure

A mixture of aniline (10 g, 107 mmol), 2-ethoxymethylene-malonic acid diethyl ester (27.8 g, 128 mmol) was heated at 110° C. for 2 h. The reaction mixture was concentrated under reduced pressure to remove the liberated ethanol from the reaction. The residue (28.2 g) was carried out for the next reaction without any purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto remove the liberated ethanol
  3. customfrom the reaction

Sources & evidence

ORD record
ord-c817544a453145e696397ee6faed69c7
Source dataset
uspto-grants-2013_12
Patent number
US08604055B2

Reaction notes

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