4-Nitrobenzaldehyde → 2-(4-Nitrobenzylidene)amino-3,3-dichloropropenonitrile
Reaction equation
[NH2:1][C:2](=[C:5]([Cl:7])[Cl:6])[C:3]#[N:4].[N+:8]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)([O-:10])=[O:9]>C1(C)C=CC=CC=1>[N+:8]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[N:1][C:2](=[C:5]([Cl:7])[Cl:6])[C:3]#[N:4])=[CH:13][CH:12]=1)([O-:10])=[O:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-amino-3,3-dichloropropenonitrile (15.0 g, 0.11 mole) and 4-nitrobenzaldehyde (15.1 g, 0.10 mmol) in toluene (200 ml) was refluxed for 23 hours. The mixture was evaporated, methanol (100 ml) was added and the mixture was allowed to stand overnight. After filtration, the title compound was isolated as a brown-yellow solid.
Workup
- customThe mixture was evaporated
- additionmethanol (100 ml) was added
- filtrationAfter filtration
Sources & evidence
- ORD record
- ord-d27838256c1e4ffd9ab86d04f0ff20c9
- Source dataset
- uspto-grants-2003_02
- Patent number
- US06524552B2
Reaction notes
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