Benzenesulfonyl chloride → HCID 20300017, compound

HRID 1733709Notes

Reaction equation

HRID 1733709 reaction equation
[OH:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1.[C:11]1([S:17](Cl)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>[OH-].[Na+]>[C:11]1([S:17]([O:1][N:2]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[N:4]=[N:3]2)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 757711-Hydroxybenzotriazole

Product 1

HCID 20300017HCID 20300017, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

In 1 N aqueous sodium hydroxide (49 ml) is dissolved 1-hydroxy-1,2,3-benzotriazole (6.6 g) (pH 6.8). To the solution is added dropwise benzenesulfonyl chloride (8.8 g) with stirring under ice-cooling and the mixture is stirred for 1 hour. The reaction mixture is extracted with ethyl acetate and the extract is washed with water and dried over anhydrous magnesium sulfate. After drying, the solvent is distilled off. The crystalline residue is cracked well in n-hexane and separated by filtration and dried to give 1-benzenesulfonyloxy-1,2,3-benzotriazole (11.5 g), melting point: 83°-84° C.

Workup

  1. temperaturecooling
  2. stirringthe mixture is stirred for 1 hour
  3. extractionThe reaction mixture is extracted with ethyl acetate
  4. washthe extract is washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customAfter drying
  7. distillationthe solvent is distilled off
  8. customseparated by filtration
  9. customdried

Sources & evidence

ORD record
ord-fe1c52ba67a141af81ba983c796cb8a0
Source dataset
uspto-grants-1980_12
Patent number
US04242507

Reaction notes

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