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

HRID 612647Notes

Reaction equation

HRID 612647 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)ureaYield 81.7%

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-d01006b3cd824534b123c63ecdbf8e93
Source dataset
uspto-grants-1999_12
Patent number
US06005008

Reaction notes

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