2,6-Difluorophenyl isocyanate → N-(2-Hydroxy4-nitrophenyl)-N'-(2,6-difluorophenyl)urea

HRID 323041Notes

Reaction equation

HRID 323041 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].[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=1[N:20]=[C:21]=[O:22]>>[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:21]([NH:20][C:14]1[C:15]([F:19])=[CH:16][CH:17]=[CH:18][C:13]=1[F:12])=[O:22]

Participants

3

Reactant 2

HCID 5221622,6-Difluorophenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184787N-(2-Hydroxy4-nitrophenyl)-N'-(2,6-difluorophenyl)urea

Procedure

N-(2-Hydroxy4-nitrophenyl)-N′-(2,6-difluorophenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 2,6-difluoro 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 (0.91 g, 91%). EI-MS m/z 308 (M−H)−

Workup

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

Sources & evidence

ORD record
ord-651f06784cd34902844eb003557ee800
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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