2-Aminothiazole → 4-Acetyl-n-(thiazol-2-yl)benzenesulfonamide

HRID 559501Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 559501
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[NH2:14][C:15]1[S:16][CH:17]=[CH:18][N:19]=1>ClCCl.N1C=CC=CC=1>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:14][C:15]2[S:16][CH:17]=[CH:18][N:19]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 21552-AminothiazoleHCID 2664184-Acetylbenzenesulfonyl chloride

Produkt 1

HCID 210825294-Acetyl-n-(thiazol-2-yl)benzenesulfonamideAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-acetyl-benzenesulfonyl chloride (50 mmol) and 2-aminothiazole (50 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-acetyl-N-thiazol-2-yl-benzenesulfonamide (35 mmol) as a yellow 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-130978aa94e344abb751a468a34eae30
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063080B2

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