4-Isocyanato-2-(trifluoromethyl)benzonitrile → 4-[2,5-Dioxo-4-(4-hydroxyphenyl)-4-methylimidazolidin-1-yl]-2-trifluoromethylbenzonitrile

HRID 1919779Notes

Reaction equation

HRID 1919779 reaction equation
[NH2:1][C:2]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)([CH3:7])[C:3]([O:5]C)=O.[C:15]([C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[O:25])=[CH:19][C:18]=1[C:26]([F:29])([F:28])[F:27])#[N:16]>>[O:25]=[C:24]1[NH:1][C:2]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)([CH3:7])[C:3](=[O:5])[N:23]1[C:20]1[CH:21]=[CH:22][C:17]([C:15]#[N:16])=[C:18]([C:26]([F:27])([F:28])[F:29])[CH:19]=1

Participants

3

Reactant 2

HCID 110637394-Isocyanato-2-(trifluoromethyl)benzonitrileHCID 59235258Methyl 2-amino-2-(4-hydroxyphenyl)propionate

Product 1

HCID 592352884-[2,5-Dioxo-4-(4-hydroxyphenyl)-4-methylimidazolidin-1-yl]-2-trifluoromethylbenzonitrile

Procedure

This product is prepared as in Example 5, starting from 10.71 g of methyl 2-amino-2-(4-hydroxyphenyl)propionate using 4-cyano-3-trifluoromethylphenyl isocyanate. 16.83 g of product are obtained (Yd=82%).

Workup

  1. customThis product is prepared as in Example 5

Sources & evidence

ORD record
ord-d8e1feb1bd8a4ccda0a1678f9a3ff8b1
Source dataset
uspto-grants-2012_05
Patent number
US08168667B2

Reaction notes

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