Hydrochloric Acid → HCID 19353488, compound

HRID 610831Notes

Reaction equation

HRID 610831 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:18]C(=O)C)=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH:5]=[C:4]([Cl:22])[N:3]=1.Cl>[OH-].[Na+]>[NH2:18][C:15]1[CH:16]=[CH:17][C:12]([S:9]([NH:8][C:6]2[CH:7]=[C:2]([Cl:1])[N:3]=[C:4]([Cl:22])[CH:5]=2)(=[O:11])=[O:10])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54088210HCID 54088210, compound

Product 1

HCID 19353488HCID 19353488, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1.25 g (0.0035 mol) of N-[4-(2,6-dichloro-pyridin-4-yl-sulfamoyl)-phenyl]-acetamide were dissolved in 35 ml of 1N NaOH and boiled at reflux for 2 hours. After cooling the mixture was adjusted to pH 6 with 2N HCl and the precipitate which separated was filtered off. The material on the suction filter was washed well with water and dried. It was subsequently chromatographed on silica gel with ethyl acetate/hexane 1:2→1:1. There were obtained 1.04 g (93%) of 4-amino-N-(2,6-dichloro-pyridin-4-yl)-benzenesulfonamide as white crystals; m.p.: 209-211° C. (dec.).

Workup

  1. temperatureat reflux for 2 hours
  2. temperatureAfter cooling the mixture
  3. customthe precipitate which separated
  4. filtrationwas filtered off
  5. filtrationThe material on the suction filter
  6. washwas washed well with water
  7. customdried
  8. customIt was subsequently chromatographed on silica gel with ethyl acetate/hexane 1:2→1:1

Sources & evidence

ORD record
ord-cbc86a3f774f429a8d2dd0843ad77f30
Source dataset
uspto-grants-1999_12
Patent number
US05998665

Reaction notes

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