Hydrochloric Acid → Methanesulfonamide, N-[4-(2-chloroacetyl)phenyl]-

HRID 65238

Reaktionsgleichung

Reaktionsgleichung von HRID 65238
[C:1]1([NH:7][S:8]([CH3:11])(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][CH2:13][C:14](Cl)=[O:15].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[Cl:12][CH2:13][C:14]([C:4]1[CH:3]=[CH:2][C:1]([NH:7][S:8]([CH3:11])(=[O:10])=[O:9])=[CH:6][CH:5]=1)=[O:15]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 70970Methanesulfonamide, N-phenyl-HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 116629Methanesulfonamide, N-[4-(2-chloroacetyl)phenyl]-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

In a flask containing 128.4 g (0.75 mole) of N-phenylmethanesulfonamide, 169.5 g (1.50 mole) of chloroacetyl chloride in 1 L of methylene chloride under an atmosphere of nitrogen and cooled to about -10° C. add 300 g (2.25 mole) of aluminum chloride. Stir the resulting mixture for about 2 hours at -10° C. then warm to room temperature for about 16 hours. Pour the reaction mixture onto 2 Kg of ice containing 600 mL of concentrated hydrochloric acid. Collect the precipitate and wash with methanol (3×300 mL) and dry in vacuo to give the title compound.

Aufarbeitung

  1. temperaturethen warm to room temperature for about 16 hours
  2. customCollect the precipitate
  3. washwash with methanol (3×300 mL)
  4. customdry in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b24a3c0eee3e49658076d6d493e15730
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04613609

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