Nitric Acid → 4-Methyl-3-nitrobenzonitrile

HRID 464100

Reaction equation

HRID 464100 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

Reactant 2

HCID 944Nitric AcidHCID 7724p-Tolunitrile

Product 1

HCID 5893334-Methyl-3-nitrobenzonitrile

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

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

  1. additionwas added dropwise
  2. additionwas then added dropwise
  3. stirringAfter stirring 10 minutes
  4. customthe reaction mixture was quenched onto 3 kilograms ice
  5. filtrationgranulated and filtered

Sources & evidence

ORD record
ord-dea54de7906347e2b8dfc789459cd8c0
Source dataset
uspto-grants-1985_10
Patent number
US04546113

Linked notes

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