3-Bromophenyl isocyanate → N-(2-hydroxy-4-nitrophenyl)-N'-(3-bromophenyl)urea

HRID 612640Notes

Reaction equation

HRID 612640 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:14]=[C:15]([N:19]=[C:20]=[O:21])[CH:16]=[CH:17][CH:18]=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:15]1[CH:16]=[CH:17][CH:18]=[C:13]([Br:12])[CH:14]=1)=[O:21]

Participants

3

Reactant 2

HCID 1410013-Bromophenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184715N-(2-hydroxy-4-nitrophenyl)-N'-(3-bromophenyl)ureaYield 87%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N'-(3-bromo phenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 3-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 (0.96 g, 87%). 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-7e3c07991fdf41cbb390b93544b462b2
Source dataset
uspto-grants-1999_12
Patent number
US06005008

Reaction notes

Loading…