2,4-dimethyl-N-(2-methylpropyl)aniline → 4-bromo-N-(2,4-dimethylphenyl)-3,5-difluoro-N-isobutylbenzenesulfonamide

HRID 1487061Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1487061
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([S:9](Cl)(=[O:11])=[O:10])=[CH:4][C:3]=1[F:13].[CH2:14]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[CH3:26])[CH:15]([CH3:17])[CH3:16]>N1C=CC=CC=1>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([S:9]([N:18]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=2[CH3:26])[CH2:14][CH:15]([CH3:17])[CH3:16])(=[O:11])=[O:10])=[CH:4][C:3]=1[F:13]

Komponenten

4

Edukt 2

HCID 284223892,4-dimethyl-N-(2-methylpropyl)anilineHCID 447175164-Bromo-3,5-difluorobenzenesulphonyl chloride

Produkt 1

HCID 898759904-bromo-N-(2,4-dimethylphenyl)-3,5-difluoro-N-isobutylbenzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of 4-bromo-3,5-difluorobenzene-1-sulfonyl chloride (1462 mg, 5.02 mmol) in pyridine (10 mL) at 20° C. was added N-isobutyl-2,4-dimethylaniline (889 mg, 5.01 mmol) and the reaction mixture was stirred at 20° C. for 2 hours. The reaction mixture was then evaporated in vacuo and redissolved in ethyl acetate. The organic phase was washed with saturated sodium carbonate (25 mL), dried using a hydrophobic frit and evaporated in vacuo to give the required product as a yellow oil, 2.06 g. LCMS [LCMS2] Rt 1.57 min, m/z (ES+) 432/434 (M+H).

Aufarbeitung

  1. customThe reaction mixture was then evaporated in vacuo
  2. dissolutionredissolved in ethyl acetate
  3. washThe organic phase was washed with saturated sodium carbonate (25 mL)
  4. customdried
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e36bc4801cae4e77bf7e2d48c28485fb
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428452B2

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