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

HRID 34584Notes

Reaction equation

HRID 34584 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+:13]([O-])([OH:15])=[O:14]>OS(O)(=O)=O>[Cl:1][C:2]1[C:10]([N+:13]([O-:15])=[O:14])=[C:9]([CH3:11])[C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 306402,5-Dichloro-4-methylbenzoic acid

Product 1

HCID 136574462,5-Dichloro-4-methyl-3-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

41 g of 2,5-dichloro-4-methylbenzoic acid are added in portions to a mixture of 100 ml of concentrated H2SO4 and 20 ml of 68% strength HNO3. The mixture is kept at 50° for 3 hours and then poured onto 600 g of ice. The solid which has precipitated is isolated, dried and stirred with a little toluene. Melting point: 210°-18°, yield: 43.8 g.

Workup

  1. customThe solid which has precipitated
  2. customis isolated
  3. customdried

Sources & evidence

ORD record
ord-50b3145fbf304b3db53e93884c0c399f
Source dataset
uspto-grants-1988_08
Patent number
US04762844

Reaction notes

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