3-(Trifluoromethyl)aniline → Diethyl ((alpha,alpha,alpha-trifluoro-m-toluidino)methylene)malonate

HRID 393946

Reaction equation

HRID 393946 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].C(O[CH2:15][CH:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH:6][CH:15]=[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:22]([O:24][CH2:25][CH3:26])=[O:23]

Participants

3

Conditions

Temperature
100 °C

Procedure

Under a nitrogen atmosphere, a mixture of 3-(trifluoromethyl)aniline (40 mL, 0.32 mmol) and diethyl ethoxymethylmalonate was heated at 100° C. for 3 hours. The reaction mixture was allowed to cool to room temperature at which time the solution solidified to provide 102 g of diethyl 2-{[3-(trifluoromethyl)anilino]methylene}malonate as a cream colored solid.

Workup

  1. temperatureto cool to room temperature at which time the solution

Sources & evidence

ORD record
ord-687c605da28247fe8d3981cf472964fa
Source dataset
uspto-grants-2004_10
Patent number
US06809203B2

Linked notes

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