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

HRID 1956635Notes

Reaction equation

HRID 1956635 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-b7a71563d82e4bfc856075e3d3c70a6a
Source dataset
uspto-grants-1998_07
Patent number
US05780483

Reaction notes

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