Potassium Carbonate → 4-Chloro-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

HRID 1995391Notes

Reaction equation

HRID 1995391 reaction equation
[Cl:1][C:2]1[C:3]([CH3:12])=[C:4]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-:14].[K+].[K+].[Mn]([O-])(=O)(=O)=O.[K+]>O>[Cl:1][C:2]1[C:3]2[C:12](=[O:14])[NH:11][S:8](=[O:9])(=[O:10])[C:4]=2[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 516875Potassium PermanganateHCID 8172313-Chloro-2-methylbenzenesulfonamide

Product 1

HCID 155671714-Chloro-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16.4 gm (80 mmols) of 3-chloro-2-methyl-benzene sulfonamide, 14 gm (100 mmols) of potassium carbonate, 33.2 gm (210 mmols) of potassium permanganate and 350 ml of water was refluxed for 1 hour. The reaction mixture was filtered while still hot, and the filter cake was washed with hot water. The combined filtrates were acidified with concentrated aqueous hydrochloric acid and cooled. The resulting crystals were suction-filtered off, washed with water and dried.

Workup

  1. temperaturewas refluxed for 1 hour
  2. filtrationThe reaction mixture was filtered while still hot, and the filter cake
  3. washwas washed with hot water
  4. temperaturecooled
  5. filtrationThe resulting crystals were suction-filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-fcc342140134410585c0f3aa2296fb35
Source dataset
uspto-grants-1983_09
Patent number
US04404230

Reaction notes

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