Ammonia → Benzenesulfonamide

HRID 655608Notes

Reaction equation

HRID 655608 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:11]>>[C:1]1([S:7]([NH2:11])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 7369Benzenesulfonyl chloride

Product 1

HCID 7370BenzenesulfonamideYield 96%

Procedure

200 ml of aq. NH3 is cooled to −10° C. and treated with benzenesulfonylchloride (13 g, 73 mmol). The resulting mixture is stirred at this temperature for 3 h. When TLC confirmed the completion of the reaction, the reaction mixture is warmed to rt, and the resulting solid is filtered, washed with water and dried under vacuum to afford the title compound (11.1 g, 96%). LC/MS: (ES+): 158.2, (ES−): 156.2.

Workup

  1. customthe completion of the reaction
  2. filtrationthe resulting solid is filtered
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-41f64c4acdac4750995e5edcb1322527
Source dataset
uspto-grants-2011_12
Patent number
US08071597B2

Reaction notes

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