Nitric Acid → 4-Methyl-3-nitrobenzonitrile
Reaction equation
[N+:1]([O-:4])(O)=[O:2].[C:5]1([CH3:13])[CH:10]=[CH:9][C:8]([C:11]#[N:12])=[CH:7][CH:6]=1>OS(O)(=O)=O>[C:11]([C:8]1[CH:9]=[CH:10][C:5]([CH3:13])=[C:6]([N+:1]([O-:4])=[O:2])[CH:7]=1)#[N:12]Participants
4
Reagents, catalysts & solvents 1
Procedure
With stirring, concentrated H2SO4 (205 ml) was cooled to 5° C. Keeping the temperature below 20° C., concentrated HNO3 (85 ml) was added dropwise. Keeping the temperature below 40° C., p-tolunitrile (96 ml) was then added dropwise. After stirring 10 minutes, the reaction mixture was quenched onto 3 kilograms ice, granulated and filtered to yield title product: 120.5 g; m.p. 102°-104°.
Workup
- additionwas added dropwise
- additionwas then added dropwise
- stirringAfter stirring 10 minutes
- customthe reaction mixture was quenched onto 3 kilograms ice
- filtrationgranulated and filtered
Sources & evidence
- ORD record
- ord-dea54de7906347e2b8dfc789459cd8c0
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04546113
Reaction notes
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