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

HRID 612642Notes

Reaction equation

HRID 612642 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-6221f5786de94bcea3a3e8f0fdeb8594
Source dataset
uspto-grants-1999_12
Patent number
US06005008

Reaction notes

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