Hydrochloric Acid → N-[4-(cyanoacetyl)phenyl]propane-1-sulfonamide

HRID 904881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 904881
[CH2:1]([S:4](Cl)(=[O:6])=[O:5])[CH2:2][CH3:3].C(OC)(=O)C.[NH2:13][C:14]1[CH:24]=[CH:23][C:17]([C:18]([CH2:20][C:21]#[N:22])=[O:19])=[CH:16][CH:15]=1.Cl>CO.N1C=CC=CC=1>[CH2:1]([S:4]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([CH2:20][C:21]#[N:22])=[O:19])=[CH:23][CH:24]=1)(=[O:6])=[O:5])[CH2:2][CH3:3]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 6584Methyl AcetateHCID 662791-Propanesulfonyl chlorideHCID 96920Benzenepropanenitrile, 4-amino-beta-oxo-

Produkt 1

HCID 19737109N-[4-(cyanoacetyl)phenyl]propane-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 1049PyridineLösungsmittel

Versuchsvorschrift

Dry pyridine (13 ml) was added dropwise to a stirred mixture of 14.3 g (0.1 mole) 1-propanesulfonyl chloride, 15 ml dry methyl acetate and 16.0 g (0.1 mole) 4-aminobenzoylacetonitrile at room temperature. An ice bath was then used to control the exothermic reaction and the mixture was stirred in the ice bath for two hours. Methanol (50 ml) was added and the resulting solution poured into 2 N hydrochloric acid (240 ml) with stirring. The solid was collected, washed with water and dried. Yield 20.7 g (78%). Recrystallization yielded product melting at 150°-151° C.

Aufarbeitung

  1. customAn ice bath was then used
  2. customthe exothermic reaction
  3. customThe solid was collected
  4. washwashed with water
  5. customdried
  6. customRecrystallization

Quellen und Nachweise

ORD-Eintrag
ord-b4f528ab21f442ddbee4020299ea6d00
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04420555

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