Nitric Acid → 2,4-Dimethyl-5-nitroaniline

HRID 388968Notes

Reaction equation

HRID 388968 reaction equation
[CH3:1][C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[N+:10]([O-])([OH:12])=[O:11]>OS(O)(=O)=O>[CH3:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-:12])=[O:11])=[CH:5][C:3]=1[NH2:4]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 72502,4-Dimethylaniline

Product 1

HCID 2280072,4-Dimethyl-5-nitroaniline

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a mixture of 2,4-dimethylaniline (10 mmol) in 5 mL of conc. H2SO4, fuming HNO3 (90%; 0.6 mL) was added dropwise at 0° C. The resulting mixture was stirred for 12 h at RT and then slowly poured into ice. The solid was collected by filtration and dried to yield 2,4-dimethyl-5-nitroaniline as a yellow solid.

Workup

  1. additionwas added dropwise at 0° C
  2. additionslowly poured into ice
  3. filtrationThe solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-38f61b6dd6a747a09f3247a5f0ece124
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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