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

HRID 1385352Notes

Reaction equation

HRID 1385352 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-cea72a9d574c4783ba396466cbeaa4f7
Source dataset
uspto-grants-2001_07
Patent number
US06262113B1

Reaction notes

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