1-Isocyanato-2-phenylbenzene → N-(2-Hydroxy-4-nitrophenyl)-N'-(2-phenylphenyl)urea

HRID 1956636Notes

Reaction equation

HRID 1956636 reaction equation
[OH:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:12]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[N:24]=[C:25]=[O:26])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[OH:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH:4][C:25]([NH:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:26]

Participants

3

Reactant 2

HCID 2222801-Isocyanato-2-phenylbenzeneHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 9928308N-(2-Hydroxy-4-nitrophenyl)-N'-(2-phenylphenyl)ureaYield 19.4%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N'-(2-phenylphenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 2-phenyl phenyl isocyanate (3.24 mmol) according to the procedure in General Method B. The product was purified by dilution with methylene chloride and precipitation with hexanes. Filtering afforded the title compound(0.22 g, 19%). EI-MS m/z 350(M+H)+

Workup

  1. customThe product was purified by dilution with methylene chloride and precipitation with hexanes
  2. filtrationFiltering

Sources & evidence

ORD record
ord-fdb762dc43174dccb454041060970287
Source dataset
uspto-grants-1998_07
Patent number
US05780483

Reaction notes

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