Sulfuric Acid → 2-Chloro-4,5-dimethyl-3-nitro-benzoic acid

HRID 34581Notes

Reaction equation

HRID 34581 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].OS(O)(=O)=O.[N+:18]([O-])([O-:20])=[O:19].[K+]>>[Cl:1][C:2]1[C:10]([N+:18]([O-:20])=[O:19])=[C:9]([CH3:11])[C:8]([CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 3497102-Chloro-4,5-dimethylbenzoic acid

Product 1

HCID 136574422-Chloro-4,5-dimethyl-3-nitro-benzoic acid

Procedure

31.6 g of 2-chloro-4,5-dimethylbenzoic acid are initially introduced into 94 ml of H2SO4. 19 g of KNO3 are added in portions, while cooling with ice. The mixture is subsequently warmed to 50° for a further 2 hours and then poured onto ice. The product is isolated and recrystallized from toluene. Yield: 25.3 g, melting point: 160°-63°.

Workup

  1. temperaturewhile cooling with ice
  2. temperatureThe mixture is subsequently warmed to 50° for a further 2 hours
  3. additionpoured onto ice
  4. customThe product is isolated
  5. customrecrystallized from toluene

Sources & evidence

ORD record
ord-25edcd85ecdb428288232c70d29b3d78
Source dataset
uspto-grants-1988_08
Patent number
US04762844

Reaction notes

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