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

HRID 1419357Notes

Reaction equation

HRID 1419357 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-d0f4bdd00bc24dfaa35a8c2b0121b294
Source dataset
uspto-grants-1999_03
Patent number
US05886044

Reaction notes

Loading…