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

HRID 1956641Notes

Reaction equation

HRID 1956641 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-1815df9465de4918827d56fa632b7ff3
Source dataset
uspto-grants-1998_07
Patent number
US05780483

Reaction notes

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