Methane → 5-Bromo-N-methanesulfonylpentanamide

HRID 371767

Reaktionsgleichung

Reaktionsgleichung von HRID 371767
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](Cl)=[O:12].C>C(Cl)Cl>[CH3:1][S:2]([NH:5][C:11](=[O:12])[CH2:10][CH2:9][CH2:8][CH2:7][Br:6])(=[O:4])=[O:3]

Komponenten

5

Edukt 3

HCID 297MethaneHCID 72879MethanesulfonamideHCID 5211735-Bromovaleryl chloride

Produkt 1

HCID 202961415-Bromo-N-methanesulfonylpentanamideAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A mixture of 0.950g (0.01 mole) of methanesulfonamide and 1.80 g. (0.01 mole) of 5-bromovaleric acid chloride was heated on a steam bath until gas evolution ceased (ca. 5 minutes). The brown reaction mixture was allowed to cool and was dissolved in methylene chloride. The methylene chloride solution was treated with Darco, was filtered, and was diluted with hexane with cooling to afford the white, crystalline N-methanesulfonyl-5-bromovaleramide weighing 2.22 g. (86.0% yield) which melted at 88°-89°.

Aufarbeitung

  1. custom(ca. 5 minutes)
  2. temperatureto cool
  3. filtrationwas filtered
  4. additionwas diluted with hexane
  5. temperaturewith cooling

Quellen und Nachweise

ORD-Eintrag
ord-6fe8181ee96f41b8a0150e58aa944655
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04087604

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