Nitrobenzene → 1-(4-Nitrophenyl)-4-imidazolidinone

HRID 1373165Notes

Reaction equation

HRID 1373165 reaction equation
[NH:1]1[CH2:5][C:4](=[O:6])[NH:3][CH2:2]1.[N+:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O-:9])=[O:8].C(N(C(C)C)CC)(C)C>CN(C=O)C>[N+:7]([C:10]1[CH:15]=[CH:14][C:13]([N:1]2[CH2:5][C:4](=[O:6])[NH:3][CH2:2]2)=[CH:12][CH:11]=1)([O-:9])=[O:8]

Participants

5

Reactant 3

HCID 7416NitrobenzeneHCID 81531DiisopropylethylamineHCID 15020634-Imidazolidinone

Product 1

HCID 210742741-(4-Nitrophenyl)-4-imidazolidinone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 4-imidazolidinone (9.5 g, 110.5 mmol), 4-nitrobenzene (1 eq) and diisopropyl ethylamine (28.6 mL, 165 mmol) in dry DMF (80 mL) was heated to 60° C. overnight under argon. The reaction mixture was allowed to cool to room temperature and ice pieces were added. The solid formed was filtered and washed with water. The solid was air dried to yield the nitro compound as yellow crystals.

Workup

  1. additionice pieces were added
  2. customThe solid formed
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-fbcb744e7e664f68805ac3377625e719
Source dataset
uspto-grants-2007_01
Patent number
US07160912B2

Reaction notes

Loading…