Nitric Acid → 2,6-Dichloro-3-nitrobenzoic acid

HRID 875376Notes

Reaction equation

HRID 875376 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:10]([N+:12]([O-:14])=[O:13])=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 57582,6-Dichlorobenzoic acid

Product 1

HCID 3506232,6-Dichloro-3-nitrobenzoic acidYield 57%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

2,6-Dichlorobenzoic acid (10 g, 52 mmol) was added portion wise to a previously stirred mixture of nitric acid (15 mL) and sulfuric acid (30 mL) at 55° C. and stirred for 30 minutes followed by stirring at room temperature for 0.5 hour. The reaction mixture was poured into crushed ice and the precipitated off white solid was filtered, washed with water, and dried under vacuum to afford 2,6-dichloro-3-nitrobenzoic acid (7 g, 57%).

Workup

  1. stirringby stirring at room temperature for 0.5 hour
  2. additionThe reaction mixture was poured
  3. custominto crushed ice
  4. customthe precipitated off white solid
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried under vacuum

Sources & evidence

ORD record
ord-81d7dba3d2784592b7b8316a99e49e05
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

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