4-Bromophenyl isocyanate → N-(2-hydroxy-4-nitrophenyl)-N'-(4-bromophenyl)urea

HRID 1385351Notes

Reaction equation

HRID 1385351 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].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[CH:15][CH:14]=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:20]([NH:19][C:16]1[CH:17]=[CH:18][C:13]([Br:12])=[CH:14][CH:15]=1)=[O:21]

Participants

3

Reactant 2

HCID 756094-Bromophenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184636N-(2-hydroxy-4-nitrophenyl)-N'-(4-bromophenyl)ureaYield 37%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N′-(4-bromo phenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 4-bromo 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 (0.41 g, 37%). EI-MS m/z 352 (M+H)+

Workup

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

Sources & evidence

ORD record
ord-e4b36d19c2fa48b0b06f1d9ca64e0c83
Source dataset
uspto-grants-2001_07
Patent number
US06262113B1

Reaction notes

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