Benzylamine → N-benzylmethanesulfonamide

HRID 72354

Reaktionsgleichung

Reaktionsgleichung von HRID 72354
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][S:10](Cl)(=[O:12])=[O:11]>C(Cl)Cl.O>[CH2:1]([NH:8][S:10]([CH3:9])(=[O:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 7504BenzylamineHCID 31297Methanesulfonyl chloride2×

Produkt 1

HCID 235490N-benzylmethanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

18.27 g of benzylamine were dissolved in 100 ml of methylene chloride and, while cooling with ice, 6.00 ml of methanesulfonyl chloride were very slowly added dropwise. On completion of addition of the methanesulfonyl chloride, the reaction solution was diluted with 100 ml of water, and the aqueous phase was extracted again with 50 ml of methylene chloride. The combined organic phases were washed with 1 N aqueous hydrochloric acid, dried over MgSO4 and concentrated by rotary evaporation. This gave the product (14.40 g) with a molecular weight of 185.3 g/mol (C8H11NO2S).

Aufarbeitung

  1. additionwere very slowly added dropwise
  2. extractionthe aqueous phase was extracted again with 50 ml of methylene chloride
  3. washThe combined organic phases were washed with 1 N aqueous hydrochloric acid
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-1e91cb2611aa475bb37e28debaf6b3a0
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828994B2

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