Ammonia → 2-Chloroimidazo[1,2-a]pyridine-3-sulfonamide

HRID 982172Notes

Reaction equation

HRID 982172 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[S:11](Cl)(=[O:13])=[O:12].[NH3:15]>C(#N)C>[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[S:11]([NH2:15])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 108579162-Chloroimidazo[1,2-a]pyridine-3-sulfonyl chloride

Product 1

HCID 144223542-Chloroimidazo[1,2-a]pyridine-3-sulfonamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4.6 g of 2-chloroimidazo[1,2-a]pyridine- 3-sulfonyl chloride in 60 ml of acetonitrile is added to 60 ml of aqueous ammonia under cooling and the mixture is stirred at room temperature for 2 hours. The acetonitrile is distilled off under reduced pressure and the resulting crystals are collected by filtration and washed with water to give 3.8 g of the title compound. Recrystallization from dilute ethanol gives colorless needles.

Workup

  1. temperatureunder cooling
  2. distillationThe acetonitrile is distilled off under reduced pressure
  3. filtrationthe resulting crystals are collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-3a78fbf8a72c413ebc8f99e7c622c49a
Source dataset
uspto-grants-1991_02
Patent number
US04994571

Reaction notes

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