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

HRID 612648Notes

Reaction equation

HRID 612648 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-1ae16555702b4cc8b9f42f68a2e586d6
Source dataset
uspto-grants-1999_12
Patent number
US06005008

Reaction notes

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