Nitric Acid → HCID 18788874, compound

HRID 1106496Notes

Reaction equation

HRID 1106496 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([OH:10])=[O:9])(=[O:4])=[O:3].[N+:21]([O-])([OH:23])=[O:22].C(OC(=O)C)(=O)C>C(O)(=O)C>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[O:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)[C:8]([OH:10])=[O:9])(=[O:3])=[O:4]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 18788776HCID 18788776, compound

Product 1

HCID 18788874HCID 18788874, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Methylsulfonyl-4-(4-nitrophenoxy)benzoic acid was prepared by reacting 0.02 mol of 3-methylsulfonyl-4-phenoxybenzoic acid with 0.96 ml of 100% nitric acid at -10° C. in a mixture composed of 8 ml of acetic anhydride and 4 ml of glacial acetic acid. After the mixture had been stirred at this temperature for 1.5 hours, it was then stirred at room temperature for 24 hours and at 40° C. for a further 6 hours. It was then poured into ice water and the amorphous, oily product was crystallized with water by stirring. Yellow crystalline substance,

Workup

  1. customat -10° C.
  2. stirringit was then stirred at room temperature for 24 hours and at 40° C. for a further 6 hours
  3. customthe amorphous, oily product was crystallized with water
  4. stirringby stirring

Sources & evidence

ORD record
ord-546fd93f1597400fb7efb39db937754f
Source dataset
uspto-grants-2000_05
Patent number
US06057322

Reaction notes

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