N-Acetylsulfanilyl chloride → 4-Acetamidobenzenesulfonyl azide

HRID 1065584Notes

Reaction equation

HRID 1065584 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[N-:15]=[N+:16]=[N-:17].[Na+]>O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:15]=[N+:16]=[N-:17])(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 8481N-Acetylsulfanilyl chlorideHCID 33557Sodium Azide

Product 1

HCID 51291854-Acetamidobenzenesulfonyl azide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

233.5 g 4-acetylaminobenzenesulfonic acid chloride (approximately 1 mol) are added in cold condition (at 2° to 3° C.) and while being stirred into a solution of 70 g sodium azide (approximately 1 mol) in 800 g water. Subsequently, stirring is continued for 18 hours at room temperature and then the temperature is held at 40° C. for one hour; finally, aspiration is applied and washing with excess water follows. A brown substance is obtained.

Workup

  1. waitthe temperature is held at 40° C. for one hour
  2. washwashing with excess water
  3. customA brown substance is obtained

Sources & evidence

ORD record
ord-104d7ce1b9e7447c80ce94c60cd6e559
Source dataset
uspto-grants-1982_05
Patent number
US04329556

Reaction notes

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