Benzene, 1-ethoxy-2-isocyanato- → N-(2-hydroxy-4-nitrophenyl)-N'-(2-ethoxyphenyl)urea

HRID 1385357Notes

Reaction equation

HRID 1385357 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]([O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]=[C:22]=[O:23])[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:22]([NH:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[O:14][CH2:12][CH3:13])=[O:23]

Participants

3

Reactant 2

HCID 79374Benzene, 1-ethoxy-2-isocyanato-HCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184629N-(2-hydroxy-4-nitrophenyl)-N'-(2-ethoxyphenyl)urea

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N′-(2-ethoxyphenyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 2-ethoxy 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 (0.84 g, 81%). EI-MS m/z 318 (M+H)+

Workup

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

Sources & evidence

ORD record
ord-34908fdc479646cdbed322c88a1997a5
Source dataset
uspto-grants-2001_07
Patent number
US06262113B1

Reaction notes

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