3-Methoxyphenyl isocyanate → N-(2-Hydroxy-4-nitrophenyl)-N'-(3-methoxyphenyl)urea

HRID 323031Notes

Reaction equation

HRID 323031 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].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([N:20]=[C:21]=[O:22])[CH:17]=[CH:18][CH:19]=1>>[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:21]([NH:20][C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([O:13][CH3:12])[CH:15]=1)=[O:22]

Participants

3

Reactant 2

HCID 878433-Methoxyphenyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 21184674N-(2-Hydroxy-4-nitrophenyl)-N'-(3-methoxyphenyl)ureaYield 46.2%

Procedure

N-(2-Hydroxy-4-nitrophenyl)-N′-(3-methoxyphenyl)urea was prepared from 2-hydroxy 4-nitro aniline (154 mg, 1.0 mmol) and 3-methoxy phenyl isocyanate (1.0 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 (140 mg, 46%). EI-MS m/z 302 (M−H)−

Workup

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

Sources & evidence

ORD record
ord-41ab48217fa44124969d969ca1c56a36
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

Loading…