Potassium Carbonate → HCID 14723176, compound

HRID 1709095Notes

Reaction equation

HRID 1709095 reaction equation
[Cl:1][C:2]1[C:10]2[S:9](=[O:12])(=[O:11])[NH:8][CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].I[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>C(O)C>[CH2:20]([N:8]1[CH2:7][C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[C:10]=2[S:9]1(=[O:12])=[O:11])[CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123351-IodopentaneHCID 136863107-Chloro-2,3-dihydrobenzo[d]isothiazole 1,1-Dioxide

Product 1

HCID 14723176HCID 14723176, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 10.2 g of 7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide, 8.3 g of potassium carbonate and 7.7 ml of 1-iodopentane was refluxed in 50 ml of ethanol for 28 hours, cooled, concentrated and added to 200 ml of water. The mixture was extracted with n-BuCl, the extract washed with water and brine, dried over MgSO4 and concentrated to give 13.3 g of an amber oil which was triturated with hexane to give 11.4 g of the title compound as a tan powder, m.p. 46°-48° C.

Workup

  1. temperaturecooled
  2. concentrationconcentrated
  3. additionadded to 200 ml of water
  4. extractionThe mixture was extracted with n-BuCl
  5. washthe extract washed with water and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-394e7adc024c494d85ed626fbcc2f124
Source dataset
uspto-grants-1990_08
Patent number
US04948416

Reaction notes

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