2-Ethylphenyl isocyanate → N-(2-hydroxy-4-nitrophenyl)-N'-(2-ethylphenyl)urea

HRID 1419370Notes

Reaction equation

HRID 1419370 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].[CH2:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]=[C:21]=[O:22])[CH3:13]>>[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[CH2:12][CH3:13])=[O:22]

Participants

3

Reactant 2

HCID 5834862-Ethylphenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184795N-(2-hydroxy-4-nitrophenyl)-N'-(2-ethylphenyl)ureaYield 45.1%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N'-(2-ethylphenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 2-ethyl 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(0.44 g, 43%). EI-MS m/z 302(M+H)+

Workup

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

Sources & evidence

ORD record
ord-a9233371245545e4b2cf28882b3cf9ef
Source dataset
uspto-grants-1999_03
Patent number
US05886044

Reaction notes

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