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

HRID 1419363Notes

Reaction equation

HRID 1419363 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-7564478a38e948aa8b0e8ec6bf723e99
Source dataset
uspto-grants-1999_03
Patent number
US05886044

Reaction notes

Loading…