Ammonium Hydroxide → 1-(3-Cyanophenyl)urea
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:9]=[C:10]=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].[OH-].[NH4+:13]>C1COCC1>[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH2:13])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 3-cyanophenyl isocyanate (1.0 g, 6.90 mmol) in THF (5 mL), ammonium hydroxide (1.7 mL, 13.8 mmol) was added. The reaction was stirred for 2 h at rt. The solvent was evaporated and the crude residue was redissolved in ethyl acetate. The organic layer was washed with water and brine and dried over sodium sulfate. The solvent was evaporated and the crude residue was purified by flash column chromatography to 41A (0.37 g).
Workup
- customThe solvent was evaporated
- dissolutionthe crude residue was redissolved in ethyl acetate
- washThe organic layer was washed with water and brine
- dry with materialdried over sodium sulfate
- customThe solvent was evaporated
- customthe crude residue was purified by flash column chromatography to 41A (0.37 g)
Sources & evidence
- ORD record
- ord-cc36db0608964e15b7d2f4c53ebf0783
- Source dataset
- uspto-grants-2008_11
- Patent number
- US07456195B2
Reaction notes
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