Potassium Nitrate → 3-Methanesulfonyl-5-nitrobenzoic acid

HRID 1957968Notes

Reaction equation

HRID 1957968 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])=[O:3].[N+:14]([O-])([O-:16])=[O:15].[K+]>S(=O)(=O)(O)O>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([N+:14]([O-:16])=[O:15])[CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 2203803-Methanesulfonylbenzoic acid

Product 1

HCID 223974393-Methanesulfonyl-5-nitrobenzoic acidYield 71%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
110 °C

Procedure

To a suspension of 3-(methylsulfonyl)-benzoic acid (32.5 g; 0.16 mol) in 130 mL 98% sulphuric acid at 0° C. was slowly added potassium nitrate (32.8 g; 0.32 mol). The reaction mixture was heated for 3 hours at 110° C., subsequently cooled to room temperature and poured onto ice and the precipitate collected. 28 g (0.114 mmol; 71% yield) of 3-(methylsulfonyl)-5-nitro-benzoic acid were obtained as a solid.

Workup

  1. temperaturesubsequently cooled to room temperature
  2. additionpoured onto ice
  3. customthe precipitate collected

Sources & evidence

ORD record
ord-0f8ae2e5aba54485ac42db14a9a58497
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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