4-Isocyanato-2-methoxybenzonitrile → 4-[4-(4-Hydroxyphenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl]-2-methoxybenzonitrile

HRID 1919780Notes

Reaction equation

HRID 1919780 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[O:11])=[CH:5][C:4]=1[O:12][CH3:13])#[N:2].[NH2:14][C:15]([C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)([CH3:20])[C:16](OC)=[O:17]>>[OH:27][C:24]1[CH:23]=[CH:22][C:21]([C:15]2([CH3:20])[C:16](=[O:17])[N:9]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([O:12][CH3:13])[CH:5]=3)[C:10](=[O:11])[NH:14]2)=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 148478564-Isocyanato-2-methoxybenzonitrileHCID 59235258Methyl 2-amino-2-(4-hydroxyphenyl)propionate

Product 1

HCID 592352564-[4-(4-Hydroxyphenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl]-2-methoxybenzonitrile

Procedure

The procedure of Example C is used, with 4-cyano-3-methoxyphenyl isocyanate starting from 2.2 g of methyl 2-amino-2-(4-hydroxyphenyl)propionate. After chromatography over silica and evaporation of the solvents 3.6 g of product, a yellowish solid, is obtained (Yd=92%).

Workup

  1. customAfter chromatography over silica and evaporation of the solvents 3.6 g of product
  2. customa yellowish solid, is obtained (Yd=92%)

Sources & evidence

ORD record
ord-a9da6cc2820e46218e673e8544f32df3
Source dataset
uspto-grants-2012_05
Patent number
US08168667B2

Reaction notes

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