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

HRID 238470Notes

Reaction equation

HRID 238470 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 product 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 product which
  9. customwas used without further purification

Sources & evidence

ORD record
ord-32eb33097d9c4bcc94a72810beaf2b4f
Source dataset
uspto-grants-2014_02
Patent number
US08642624B2

Reaction notes

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