Reaktionsgleichung
S(Cl)(Cl)=O.[CH3:5][C:6]1[N:7]=[N:8][S:9][C:10]=1[C:11]([OH:13])=O.[Cl-].[Al+3].[Cl-].[Cl-].[CH:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:11]([C:10]1[S:9][N:8]=[N:7][C:6]=1[CH3:5])(=[O:13])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1Komponenten
Versuchsvorschrift
To 2.0 g (15 mimol) of thionyl chloride was added 0.50 g (3.5 mmol) of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid. After heating the mixture with stirring for 2 hours, the thionyl chloride was distilled off under reduced pressure, and the residue was added to a solution of 1.8 g (15 mmol) of aluminum chloride in 20 ml benzene and made to react with heating for 3 hours. After the reaction was completed, the reaction mixture was poured into ice water, the objective product was extracted with ethyl acetate, the organic layer was ashed with a saturated aqueous solution of sodium chloride and dried, the solvent was distilled off under educed pressure, and the residue was purified by silica gel column chromatography using 4:1 mixture of n-hexane and ethyl acetate. Thus, 0.69 g of the objective compound was obtained.
Aufarbeitung
- temperatureAfter heating the mixture
- distillationthe thionyl chloride was distilled off under reduced pressure
- customto react
- temperaturewith heating for 3 hours
- extractionthe objective product was extracted with ethyl acetate
- customdried
- distillationthe solvent was distilled off
- customthe residue was purified by silica gel column chromatography
- addition4:1 mixture of n-hexane and ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-2b7872b2bf45499d919201ef99717658
- Quelldatensatz
- uspto-grants-2001_02
- Patentnummer
- US06194444B1
Verknüpfte Notizen
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