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

HRID 2051127Notes

Reaction equation

HRID 2051127 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-sulfonylchloride in 60 ml of acetonitrile is added to 60 ml of aqueous ammonia under cooling and stirred for 2 hours at room temperature. The reaction solution is distilled under reduced pressure to remove acetonitrile, and the precipitated crystals are collected by filtration and washed with water to give 3.8 g of the title compound. Upon recrystalization from diluted ethanol, it gives colorless needles mp. 175°-177° C.

Workup

  1. temperatureunder cooling
  2. distillationThe reaction solution is distilled under reduced pressure
  3. customto remove acetonitrile
  4. filtrationthe precipitated crystals are collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-4dd4885d4ac7406bbb2cf3eeec666347
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

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