Sulfuric Acid → 2,4-Dichloro-3-methyl-5-nitrobenzoic acid

HRID 34582

Reaction equation

HRID 34582 reaction equation
[Cl:1][C:2]1[C:10]([CH3:11])=[C:9]([Cl:12])[CH:8]=[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]([CH3:11])=[C:9]([Cl:12])[C:8]([N+:18]([O-:20])=[O:19])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 132359512,4-Dichloro-3-methylbenzoic acid

Product 1

HCID 136574432,4-Dichloro-3-methyl-5-nitrobenzoic acid

Procedure

30 g of 2,4-dichloro-3-methylbenzoic acid are initially introduced into 83 ml of concentrated H2SO4. 16.7 g of KNO3 are added in portions, while cooling with ice. The mixture is subsequently warmed at 50° for a further 2 hours and then poured onto ice. The nitro compound is isolated and recrystallized from toluene. Melting point: 152°-4°, yield: 24 g.

Workup

  1. temperaturewhile cooling with ice
  2. temperatureThe mixture is subsequently warmed at 50° for a further 2 hours
  3. additionpoured onto ice

Sources & evidence

ORD record
ord-c81735eec3d444498777a128b2160c42
Source dataset
uspto-grants-1988_08
Patent number
US04762844

Linked notes

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