1-Amino-2-naphthol → N-(2-hydroxynaphthyl) N'-(2-bromo phenyl) urea

HRID 1419382Notes

Reaction equation

HRID 1419382 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[OH:12].[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]=[C:21]=[O:22]>>[OH:12][C:3]1[CH:4]=[CH:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]=1[NH:1][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 145351-Amino-2-naphtholHCID 1370972-Bromophenyl isocyanate

Product 1

HCID 22011318N-(2-hydroxynaphthyl) N'-(2-bromo phenyl) ureaYield 8.4%

Procedure

The urea was prepared from 1-amino 2-hydroxy napthalene(195 mg, 1 mmol) and 2-bromo phenyl isocyanate(1 mmol) by general Method B. It was purified by dilution with methylene chloride and precipitation with hexane. Filtering afforded the title compound(0.030 g, 8%). EI-MS m/z 357(M+H)+

Workup

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

Sources & evidence

ORD record
ord-8639343fca8244cb9a9ad1b6d1330ef9
Source dataset
uspto-grants-1999_03
Patent number
US05886044

Reaction notes

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