Potassium Carbonate → HCID 178515060, Verbindung

HRID 266435

Reaktionsgleichung

Reaktionsgleichung von HRID 266435
Cl[CH2:2][N:3]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[S:4]1(=[O:6])=[O:5].C1([N:21]2[C:25]([SH:26])=[N:24][N:23]=[N:22]2)CCCCC1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH:7]1([CH:2]([S:26][C:25]2[NH:24][N:23]=[N:22][N:21]=2)[N:3]2[C:13](=[O:14])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:4]2(=[O:6])=[O:5])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 23024352-(Chloromethyl)-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trioneHCID 178527987HCID 178527987, Verbindung

Produkt 1

HCID 178515060HCID 178515060, VerbindungAusbeute 81,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of 2-(chloromethyl) saccharin (3 g, 12.9 mmol) , 1-cyclohexyl-5-mercapto-1H-tetrazole (2.37 g, 12.9 mmol) and potassium carbonate (4.45 g, 32.2 mmol) was heated under reflux in methyl ethyl ketone (50 ml) for 1 hour. The reaction mixture was cooled, poured into dilute sodium bicarbonate/ice solution and extracted twice with ethyl acetate. The combined organic extracts were washed with water, dried (Na2SO4) and freed of solvent under vacuum. Chromatography (silica gel; MDC) afforded 2 g of 2-(1-cyclohexyl-1H-tetrazol-5-ylthiomethyl) saccharin as a white foam that was crystallized from hot cyclohexane, mp 103°-105° C. 1H nmr (90 MHz, CDCl3):5.65 (2H, s). FDMS: m/e 379 (M+).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted twice with ethyl acetate
  4. washThe combined organic extracts were washed with water
  5. dry with materialdried (Na2SO4)

Quellen und Nachweise

ORD-Eintrag
ord-8cbd179f41b64431aff323ddef88b0d0
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650422

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