Tert-Butylamine → 4-bromo-N-tert-butyl-3-methylbenzenesulfonamide

HRID 252263Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 252263
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12].[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14]>ClCCl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:17][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12]

Komponenten

5

Edukt 2

HCID 6385Tert-ButylamineHCID 27375034-Bromo-3-methylbenzene-1-sulfonyl chloride

Produkt 1

HCID 79380454-bromo-N-tert-butyl-3-methylbenzenesulfonamideAusbeute 89,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred, ice-cold solution of 4-bromo-3-methyl-benzenesulfonyl chloride (11 g, 40.8 mmol) and N′N-diisopropylethylamine (8.5 ml, 49 mmol, 1.2 equiv.) in dichloromethane was added dropwise tert. butylamine (5.2 ml, 49 mmol, 1.2 equiv.). After two hours at room temp., the reaction mixture was diluted with water and extracted with dichloromethane. The organic extracts were concentrated under reduced pressure, the residue stirred with n-heptane and filtered to obtain 11.2 g of the desired compound as a yellow solid. MS (ES): m/e 304.2 (M−H)

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. concentrationThe organic extracts were concentrated under reduced pressure
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-ae70de4a612a4384b29d889db30582eb
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07868030B2

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