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

HRID 1419369Notes

Reaction equation

HRID 1419369 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-0ed7436c6f5a4b82adfe98c5811793fc
Source dataset
uspto-grants-1999_03
Patent number
US05886044

Reaction notes

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