Hydrochloric Acid → 105037-43-2

HRID 570062Notes

Reaction equation

HRID 570062 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][CH2:15][CH:16]2[CH2:20][CH2:19][CH2:18][N:17]2[CH2:21][CH3:22])(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=O)C.Cl>[OH-].[Na+]>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH:14][CH2:15][CH:16]2[CH2:20][CH2:19][CH2:18][N:17]2[CH2:21][CH3:22])(=[O:13])=[O:12])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13537215HCID 13537215, compound

Product 1

HCID 13537216105037-43-2Yield 86.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

4-Acetylamino-N-[(1-ethyl-2-pyrrolidinyl)methyl]benzenesulphonamide (6.5 g, 0.02 mole) was dissolved in 50 ml of 2N aqueous sodium hydroxide. The solution was heated to reflux, with stirring, for 11/2 hours. The solution was cooled and the pH was adjusted to about 8 with hydrochloric acid (2N). The mixture was extracted with chloroform (3×50 ml) and the combined extracts were dried (MgSO4) and evaporated under reduced pressure to give a solid (4.9 g). The solid was purified by column chromatography (basic Al2O3 : 1% ethanol/chloroform), followed by recrystallisation from water, to give the pure title compound m.p. 109°-110° C.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux
  3. temperatureThe solution was cooled
  4. extractionThe mixture was extracted with chloroform (3×50 ml)
  5. dry with materialthe combined extracts were dried (MgSO4)
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-38fbfa468bde41d6aef1ad496e08e4c4
Source dataset
uspto-grants-1988_03
Patent number
US04734510

Reaction notes

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