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

HRID 612646Notes

Reaction equation

HRID 612646 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)ureaYield 91%

Procedure

N-(2-Hydroxy-4-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-4753640cf6bc4a069152435948de47e4
Source dataset
uspto-grants-1999_12
Patent number
US06005008

Reaction notes

Loading…