Potassium Nitrate → 3,3-Dimethyl-6-nitro-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide

HRID 887545Notes

Reaction equation

HRID 887545 reaction equation
[CH3:1][C:2]1([CH3:13])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[NH:3]1.[N+:14]([O-])([O-:16])=[O:15].[K+]>OS(O)(=O)=O>[CH3:1][C:2]1([CH3:13])[C:6]2[CH:7]=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[NH:3]1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 44473552,3-Dihydro-3,3-dimethyl-1,2-benzisothiazole 1,1-dioxide

Product 1

HCID 222493723,3-Dimethyl-6-nitro-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

3,3-Dimethyl-2,3-dihydro-benzo[d]isothiazole 1,1-dioxide was added to KNO3 in H2SO4 cooled to 0° C. and stirred for 15 min. The reaction was warmed to RT and stirred overnight. The mix was poured into ice and extracted with EtOAc (3×), washed with H2O and brine, dried and evaporated to give the compound which was used without further purification.

Workup

  1. temperatureThe reaction was warmed to RT
  2. stirringstirred overnight
  3. additionThe mix was poured into ice
  4. extractionextracted with EtOAc (3×)
  5. washwashed with H2O and brine
  6. customdried
  7. customevaporated
  8. customto give the compound which
  9. customwas used without further purification

Sources & evidence

ORD record
ord-4595ae3e380a4eb5bb5c373d9bd01705
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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