Potassium Carbonate → N-(4-[3-Phenylpropyl]piperidinocarbonyl)-2-phenylethenesulfonamide

HRID 461470

Reaktionsgleichung

Reaktionsgleichung von HRID 461470
[C:1]1([CH:7]=[CH:8][S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[C:19]1([CH2:25][CH2:26][CH2:27][CH:28]2[CH2:33][CH2:32][N:31]([C:34](Cl)=[O:35])[CH2:30][CH2:29]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[Na]>C(Cl)(Cl)Cl>[C:19]1([CH2:25][CH2:26][CH2:27][CH:28]2[CH2:29][CH2:30][N:31]([C:34]([NH:12][S:9]([CH:8]=[CH:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)(=[O:10])=[O:11])=[O:35])[CH2:32][CH2:33]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 2575012-PhenylethenesulfonamideHCID 5360545SodiumHCID 227508054-(3-Phenylpropyl)piperidine-1-carbonyl chloride

Produkt 1

HCID 54287481N-(4-[3-Phenylpropyl]piperidinocarbonyl)-2-phenylethenesulfonamideAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A stirred mixture of 1.83 g. (0.01 mole) of 2-phenylethenesulfonamide, 3.45 g. (0.025 mole) of potassium carbonate and 4.0 g. (0.015 mole) of 4-(3-phenylpropyl)piperidinocarbonyl chloride, in 75 ml. of chloroform is heated under reflux for 22 hours. The solvent is then removed by evaporation in vacuo, and to the residue is added 75 ml of 0.5N sodium hydroxide and 35 ml. of ether. The mixture is stirred for 1 hour, and then the solid which remains undissolved is removed by filtration. This affords 1.84 g. (ca. 41% yield) of the title compound as a mixture of its sodium and potassium salts.

Aufarbeitung

  1. additionA stirred mixture of 1.83 g
  2. temperatureunder reflux for 22 hours
  3. customThe solvent is then removed by evaporation in vacuo
  4. additionto the residue is added 75 ml of 0.5N sodium hydroxide and 35 ml
  5. customthe solid which remains undissolved is removed by filtration

Quellen und Nachweise

ORD-Eintrag
ord-0a4aaba9c00541aeaf5b80ccac8bb8c1
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04062960

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