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

HRID 323038
Notes
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Reaction equation

HRID 323038 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-ac48b987b6c047208e176b8a54244bf8
Source dataset
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06211373B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes