2-Aminothiazole → 4-bromo-N-(1,3-thiazol-2-yl)benzene-1-sulfonamide

HRID 559499

Reaktionsgleichung

Reaktionsgleichung von HRID 559499
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[S:14][CH:15]=[CH:16][N:17]=1>ClCCl.N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C:13]2[S:14][CH:15]=[CH:16][N:17]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 21552-AminothiazoleHCID 7396p-Bromobenzenesulfonyl chloride

Produkt 1

HCID 6693044-bromo-N-(1,3-thiazol-2-yl)benzene-1-sulfonamideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-bromo-benzenesulfonyl chloride (100 mmol) and 2-aminothiazole (100 mmol) in dichloromethane and pyridine (300 mL, 8:2) was stirred for one day. After concentrated in vacuo, the residue was diluted with ethyl acetate (500 mL) and the solution was washed with 1N HCl solution, sat NaHCO3, dried over MgSO4, and concentrated in vacuo. The residue was recrystallized in ethyl acetate to give 4-bromo-N-thiazol-2-yl-benzenesulfonamide (85 mmol) as a white solid.

Aufarbeitung

  1. concentrationAfter concentrated in vacuo
  2. additionthe residue was diluted with ethyl acetate (500 mL)
  3. washthe solution was washed with 1N HCl solution
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was recrystallized in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-cb89c4a71c3349dea7583ac879f71fac
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063080B2

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