2-Bromophenyl isocyanate → sb 225002

HRID 323035Notes

Reaction equation

HRID 323035 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][CH:16]=[CH:15][C:14]=1[N:19]=[C:20]=[O:21]>>[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:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[Br:12])=[O:21]

Participants

3

Reactant 2

HCID 1370972-Bromophenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 3854666sb 225002Yield 47%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N′-(2-bromophenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 2-bromophenyl 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 (530 mg, 47%). 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-9da31bd23ecb43afab7932426795d47f
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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