2-(Trifluoromethyl)phenyl isocyanate → HCID 21184754, compound

HRID 323033Notes

Reaction equation

HRID 323033 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]([F:24])([F:23])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=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:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:13]([F:12])([F:23])[F:24])=[O:22]

Participants

3

Reactant 2

HCID 167942-(Trifluoromethyl)phenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184754HCID 21184754, compoundYield 52.7%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N′-(2-trifluoromethylphenyl)urea was prepared from 2-hydroxy 4-nitro aniline (154 mg, 1.0 mmol) and 2-trifluoromethyl phenyl isocyanate (1.0 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 (180 mg, 52%). EI-MS m/z 342 (M+H)+

Workup

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

Sources & evidence

ORD record
ord-c17b369b206c472eb659ea1d6a39c78f
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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