Water → 4-azidomethyl-N-methyl-benzenesulfonamide

HRID 1677680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1677680
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH3:13])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[N-:14]=[N+:15]=[N-:16].[Na+].O>CN(C=O)C.C(OCC)(=O)C>[N:14]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH3:13])(=[O:11])=[O:10])=[CH:5][CH:4]=1)=[N+:15]=[N-:16]

Komponenten

6

Edukt 3

HCID 962WaterHCID 33557Sodium AzideHCID 100156454-(Bromomethyl)-N-methylbenzenesulfonamide

Produkt 1

HCID 596679814-azidomethyl-N-methyl-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a stirred room temperature solution of 4-bromomethyl-N-methyl-benzenesulfonamide (2.70 g, 10.0 mmol) in DMF (15 mL) was added sodium azide (0.90 g, 13 mmol). The mixture was stirred at 40° C. for 16 hours. The solution was poured into water (60 mL) and diluted with ethyl acetate (100 mL). The organic layer was separated and washed with brine (30 mL), dried over sodium sulfate and concentrated in vacuo to afford 4-azidomethyl-N-methyl-benzenesulfonamide

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with brine (30 mL)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d5e2bbb74503495e969bf074d9f0e5e9
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008327B2

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