Hydrochloric Acid → HCID 10516660, compound

HRID 378301Notes

Reaction equation

HRID 378301 reaction equation
[C:1]([N:4](C)[C:5]1[CH:6]=[C:7]([NH:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21]C(=O)C)=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)(=O)C.Cl>[OH-].[Na+]>[NH2:21][C:18]1[CH:19]=[CH:20][C:15]([S:12]([NH:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([NH:4][CH3:1])[CH:6]=2)(=[O:13])=[O:14])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19353486HCID 19353486, compound

Product 1

HCID 10516660HCID 10516660, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

2.5 g (0.0069 mol) of N-[4-[3-(acetyl-methyl-amino)-phenylsulfamoyl]-phenyl]-acetamide were dissolved in 150 ml of 1N NaOH and boiled in reflux for 4 hours. Subsequently, the pH value was adjusted to 4 with 1N HCl and the precipitate which separated was filtered off. After drying the material on the suction filter was chromatographed on silica gel with 3% methanol with dichloromethane. There were obtained 1.64 g (85%) of 4-amino-N-(3-methylamino-phenyl)-benzenesulfonamide as a yellowish solid; m.p.: 134-135° C.

Workup

  1. temperaturein reflux for 4 hours
  2. customthe precipitate which separated
  3. filtrationwas filtered off
  4. customAfter drying the material on the suction
  5. filtrationfilter
  6. customwas chromatographed on silica gel with 3% methanol with dichloromethane

Sources & evidence

ORD record
ord-2f8dab00751e4878bb9f5db2270ca649
Source dataset
uspto-grants-2000_02
Patent number
US06030976

Reaction notes

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