Potassium Nitrate → 1-Ethanesulfonyl-3-nitro-benzene

HRID 1913388Notes

Reaction equation

HRID 1913388 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[CH2:6]([S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:10])=[O:9])[CH3:7]>Cl>[CH2:6]([S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N+:1]([O-:4])=[O:2])[CH:12]=1)(=[O:9])=[O:10])[CH3:7]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 69032(Ethylsulphonyl)benzene

Product 1

HCID 127445851-Ethanesulfonyl-3-nitro-benzene

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Potassium nitrate (4.46 g, 44.12 mmol) was added portion wise to a solution of ethylphenyl sulfone in concentrated HCl (25 mL) at room temperature; then the mixture was heated to reflux for one hour. After cooling, the mixture was poured onto ice and the precipitate was collected by filtration. The solid was washed with cold water (2×50 mL) and dried. 1H NMR (CDCl3) δ ppm 1.28 (3H), 3.45 (2H), 7.80 (1H), 8.21 (1H), 8.30 (1H), 8.85 (1H); MS (DCI) m/z 216 (M+H).

Workup

  1. temperaturethen the mixture was heated
  2. temperatureto reflux for one hour
  3. temperatureAfter cooling
  4. additionthe mixture was poured onto ice
  5. filtrationthe precipitate was collected by filtration
  6. washThe solid was washed with cold water (2×50 mL)
  7. customdried

Sources & evidence

ORD record
ord-9a9b0dcefdcf4271a56bcc3fc7cfd287
Source dataset
uspto-grants-2013_12
Patent number
US08609713B2

Reaction notes

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