Hydrochloric Acid → 4,6-Dimethylbenzo[d]isothiazole-3-carboxylic acid

HRID 2175177Notes

Reaction equation

HRID 2175177 reaction equation
[CH3:1][C:2]1[C:7]2[C:8]([C:11](N)=[O:12])=[N:9][S:10][C:6]=2[CH:5]=[C:4]([CH3:14])[CH:3]=1.[OH-:15].[K+].Cl>CCO.O>[CH3:1][C:2]1[C:7]2[C:8]([C:11]([OH:15])=[O:12])=[N:9][S:10][C:6]=2[CH:5]=[C:4]([CH3:14])[CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 584974364,6-Dimethyl-1,2-benzisothiazole-3-carboxylic acid amide

Product 1

HCID 584973864,6-Dimethylbenzo[d]isothiazole-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of 4,6-dimethyl-benzo[d]isothiazole-3-carboxylic acid amide (20 mg, 0.097 mmol) in EtOH (10 mL) and H2O (2 mL) was added KOH (11 mg, 0.19 mmol). The solution was heated to 85° C. for 48 hours. The solution was cooled and was placed in an ice bath. Conc. HCl was added to adjust the pH of the solution to 2. The solid that precipitated out from the solution was collected by filtration. The white solid was dried and was confirmed to be the title compound (15 mg, 75%).

Workup

  1. temperatureThe solution was cooled
  2. customwas placed in an ice bath
  3. customThe solid that precipitated out from the solution
  4. filtrationwas collected by filtration
  5. customThe white solid was dried

Sources & evidence

ORD record
ord-c01df5994f6b44ff822cda85ad72a302
Source dataset
uspto-grants-2015_06
Patent number
US09062056B2

Reaction notes

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