4-Aminophenylacetic acid → 4-((((2-Methylphenyl)amino)carbonyl)amino)benzeneacetic acid

HRID 1813875Notes

Reaction equation

HRID 1813875 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[C:12]1([CH3:21])[C:13]([N:18]=[C:19]=[O:20])=[CH:14][CH:15]=[CH:16][CH:17]=1>>[C:12]1([CH3:21])[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19](=[O:20])[NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 145334-Aminophenylacetic acidHCID 691942-Tolyl isocyanate

Product 1

HCID 66052544-((((2-Methylphenyl)amino)carbonyl)amino)benzeneacetic acid

Procedure

4-o-Tolylureidophenylacetic acid was prepared using procedure C with 4-amino-phenylacetic acid and o-tolyl isocyanate: 1H NMR (CD3SOCD3, 300 MHz, ppm) 8.97 (s, 1H), 7.88 (s, 1H), 7.83 (d, 1H), 7.38 (d, 2H), 7.17-7.09 (m, 4H), 6.92 (t, 1H), 3.48 (s, 2H), 2.23 (s, 3H); m/z 285.

Sources & evidence

ORD record
ord-ebecc78539c34226b36a91ba403db928
Source dataset
uspto-grants-2005_04
Patent number
US06875743B1

Reaction notes

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