Methylamine → 4-bromo-N,3-dimethylbenzenesulfonamide

HRID 1891289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1891289
[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[CH2:14][N:15](C(C)C)C(C)C.CN>CN(C)C=O.CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:15][CH3:14])(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12]

Komponenten

6

Edukt 3

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 27375034-Bromo-3-methylbenzene-1-sulfonyl chloride

Produkt 1

HCID 84680704-bromo-N,3-dimethylbenzenesulfonamideAusbeute 69,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-3-methylbenzene-1-sulfonyl chloride (500 mg, 1.86 mmol) and DIEA (0.65 mL, 3.7 mmol) in N,N-dimethylformamide (5 mL) was added methylamine as a 2.0 M solution in methanol. The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was evaporated to dryness and was dissolved in dichloromethane (3 mL). The solution was washed with 1 N HCl (2×3 mL) and a saturated solution of NaHCO3 (3 mL). The organics were dried over Na2SO4 and evaporated to dryness to give 4-bromo-N,3-dimethylbenzenesulfonamide (340 mg).

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionwas dissolved in dichloromethane (3 mL)
  3. washThe solution was washed with 1 N HCl (2×3 mL)
  4. dry with materialThe organics were dried over Na2SO4
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-e6346638b4d44335bfa9938a8d2f57bf
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507524B2

Notizen zur Reaktion

Wird geladen…