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

HRID 567990Notes

Reaction equation

HRID 567990 reaction equation
[OH:1][C:2]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[Br:13][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]([C:9]([F:10])([F:11])[F:12])[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[Br:13])=[O:22]

Participants

3

Reactant 2

HCID 1370972-Bromophenyl isocyanateHCID 155242772-Amino-5-(trifluoromethyl)phenol

Product 1

HCID 22011349N-(2-hydroxy 4-trifluoromethylphenyl) N'-(2-bromophenyl)ureaYield 66.6%

Procedure

The urea was prepared from 2-hydroxy 4-trifluoromethyl aniline(example 7a, 0.171 g, 1 mmol) and 2-bromophenylisocyanate(1 mmol) by general Method B. It was purified by dilution with methylene chloride and precipitation with hexane. Filtering afforded the desired compound(0.25 g, 54%). EI-MS m/z 375(M+H)+.

Workup

  1. customIt was purified by dilution with methylene chloride and precipitation with hexane
  2. filtrationFiltering

Sources & evidence

ORD record
ord-4334df09704a47509a450caca739af20
Source dataset
uspto-grants-2001_01
Patent number
US06180675B2

Reaction notes

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