Water → Methyl 4-(1,1-dioxo-isothiazolidin-2-yl)-3-methyl-benzoate

HRID 1629840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1629840
Cl[CH2:2][CH2:3][CH2:4][S:5]([NH:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][C:10]=1[CH3:19])(=[O:7])=[O:6].[K].CC(C)([O-])C.O>CN(C=O)C>[O:6]=[S:5]1(=[O:7])[CH2:4][CH2:3][CH2:2][N:8]1[C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][C:10]=1[CH3:19]

Komponenten

5

Edukt 3

HCID 962WaterHCID 43654282Methyl 4-(3-chloro-propyl-sulphonyl-amino)-3-methyl-benzoateHCID 50987170Potassium tertbutoxide

Produkt 1

HCID 67048536Methyl 4-(1,1-dioxo-isothiazolidin-2-yl)-3-methyl-benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

370 mg (0.85 mmol) 70% methyl 4-(3-chloropropane-sulphonylamino)-3-methyl-benzoate dissolved in 26 ml DMF are combined with 275 mg (2.45 mmol) potassium-tert.-butoxide and stirred for 16 hours at ambient temperature. The reaction mixture is combined with water and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate, evaporated down i. vac. and the residue is purified by chromatography on silica gel (eluant: dichloromethane/isopropanol 98:2).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic phases are dried over sodium sulphate
  3. customevaporated down i
  4. customand the residue is purified by chromatography on silica gel (eluant: dichloromethane/isopropanol 98:2)

Quellen und Nachweise

ORD-Eintrag
ord-2c953683536645e6b58e8d95019abddc
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791103B2

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