4-(1-Acetylpiperidin-4-yl)benzenesulphonamide → 4-Piperidin-4-YL-benzenesulfonamide

HRID 1762839Notes

Reaction equation

HRID 1762839 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([NH2:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)(=O)C>Cl>[NH:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([NH2:19])(=[O:17])=[O:18])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1

Participants

3

Reactant 1

HCID 200398334-(1-Acetylpiperidin-4-yl)benzenesulphonamide

Product 1

HCID 183484304-Piperidin-4-YL-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of the product of part (ii) above (17.0 g) and 5N aqueous hydrochloric acid (150 ml) was heated under reflux for 3 hours. The resulting solution was evaporated and the residue was dissolved in the minimum volume of water. The solution was made basic (to a pH of about 8-9) by the addition of solid sodium bicarbonate. The solid was filtered off, washed with a little water and crystallised from ethanol/methanol (2:1) to give the title compound, (7.70 g), m.p. 229°-230°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. customThe resulting solution was evaporated
  4. dissolutionthe residue was dissolved in the minimum volume of water
  5. additionby the addition of solid sodium bicarbonate
  6. filtrationThe solid was filtered off
  7. washwashed with a little water
  8. customcrystallised from ethanol/methanol (2:1)

Sources & evidence

ORD record
ord-5746187191b3472e876e9aa341aac1a1
Source dataset
uspto-grants-1989_05
Patent number
US04835165

Reaction notes

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