Hydrochloric Acid → 29927-14-8

HRID 1262834Notes

Reaction equation

HRID 1262834 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([S:11]([NH2:14])(=[O:13])=[O:12])=[N:8][C:7]=2[CH:15]=1.[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+].Cl>CCCCCCC>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([S:11]([NH2:14])(=[O:13])=[O:12])=[N:8][C:7]=2[CH:15]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 132454595-Methoxy-1,3-benzothiazole-2-sulfonamide

Product 1

HCID 12159529927-14-8Yield 58.8%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

A stirred suspension of 5-methoxy-2-benzothiazolesulfonamide (11.8 g, 0.048 mole) and aluminum chloride (28 g, 0.21 mole) in heptane (500 ml) was heated at reflux for 21/2 hours then cooled. The aluminum chloride complex was decomposed by the addition of ice water (400 ml) to give 6.5 g of 5-hydroxy-2-benzothiazolesulfonamide which melts at 224° C. after reprecipitiation from dilute sodium hydroxide with dilute hydrochloric acid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 21/2 hours
  3. temperaturethen cooled

Sources & evidence

ORD record
ord-e6a3a433226b4e3f9763aca3dfe4d3ad
Source dataset
uspto-grants-1984_06
Patent number
US04454148

Reaction notes

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