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

HRID 323042Notes

Reaction equation

HRID 323042 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-eec6b4e62395430c907b75d029aeb776
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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