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

HRID 567980Notes

Reaction equation

HRID 567980 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-phenylphenylisocyanate (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-41627d5eef8945b8a53a981b23732bb8
Source dataset
uspto-grants-2001_01
Patent number
US06180675B2

Reaction notes

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