Hydrochloric Acid → 2-(2-Methanesulfonylamino-benzothiazole-6-yl)-propionic acid ethyl ester

HRID 1626899Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1626899
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:7]1[CH:16]=[CH:15][C:10]2[N:11]=[C:12]([NH2:14])[S:13][C:9]=2[CH:8]=1)[CH3:6])[CH3:2].[CH3:18][S:19](Cl)(=[O:21])=[O:20].Cl>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:7]1[CH:16]=[CH:15][C:10]2[N:11]=[C:12]([NH:14][S:19]([CH3:18])(=[O:21])=[O:20])[S:13][C:9]=2[CH:8]=1)[CH3:6])[CH3:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 13477940Ethyl 2-amino-alpha-methylbenzothiazole-6-acetate

Produkt 1

HCID 577421492-(2-Methanesulfonylamino-benzothiazole-6-yl)-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 4 (347 mg, 1 mmol) in pyridine (3 ml) is added to MsCl (0.13 ml, 1.21 mmol) at room temperature. The reaction mixture is stirred for 14 h at room temperature. 1N HCl (30 ml) is added to the mixture. The mixture extracted with ethyl acetate. The organic layer is dried over magnesium sulfate. The filtrate was concentrated in vacuo. The residue was purified by flash column chromatography(n-Hexane:EtOAc).

Aufarbeitung

  1. extractionThe mixture extracted with ethyl acetate
  2. dry with materialThe organic layer is dried over magnesium sulfate
  3. concentrationThe filtrate was concentrated in vacuo
  4. customThe residue was purified by flash column chromatography(n-Hexane:EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-ef62157892d945c884d7d37318dba27b
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785474B2

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