Hydrochloric Acid → 1,2-Benzisothiazole-3-carboxylic acid

HRID 48990Notes

Reaction equation

HRID 48990 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([C:10](N)=[O:11])=[N:2]1.[OH-:13].[Na+].Cl>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([C:10]([OH:11])=[O:13])=[N:2]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 156394701,2-Benzothiazole-3-carboxamide

Product 1

HCID 945121,2-Benzisothiazole-3-carboxylic acidYield 96%

Procedure

A mixture of 1,2-benzisothiazole-3-carboxamide (5.0 g, 0.028 mole) and 1N aqueous sodium hydroxide (55 ml) is heated on a steam bath until solution is achieved (approximately 30 minutes), cooled to room temperature, and acidified with 2N hydrochloric acid. The resulting precipitate is filtered and dried in vacuo to afford the title compound (1.85 g, 96%) as a white solid, which is identified by NMR and IR spectral analysis.

Workup

  1. temperatureis heated on a steam bath until solution
  2. custom(approximately 30 minutes)
  3. filtrationThe resulting precipitate is filtered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-799d51a894f9464c914a010d58fc72da
Source dataset
uspto-grants-2004_03
Patent number
US06706663B2

Reaction notes

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