Process for the preparation of substituted thiazolines and their intermediates

Process for the preparation of substituted thiazolines and their intermediates

Process for the preparation of substituted thiazolines of the formula (I) in which Ar is a phenyl, naphthyl, thienyl, pyridyl or quinolinyl radical which can optionally be substituted by one or more substituents from the group consisting of halogen, OH, benzyloxy, C1-C4-alkyl, C1-C4-alkoxy, COOR1 wh...

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Bibliographische Detailangaben
Hauptverfasser: KRICH SYLVIA, RIEDER ALEXANDER, STEINBAUER GERHARD, HEU FERDINAND
Format: Patent
Sprache:eng
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
BEER
BIOCHEMISTRY
CHEMISTRY
ENZYMOLOGY
FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIREDCHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERSFROM A RACEMIC MIXTURE
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
MICROBIOLOGY
MUTATION OR GENETIC ENGINEERING
ORGANIC CHEMISTRY
SPIRITS
VINEGAR
WINE
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Beschreibung
Zusammenfassung:Process for the preparation of substituted thiazolines of the formula (I) in which Ar is a phenyl, naphthyl, thienyl, pyridyl or quinolinyl radical which can optionally be substituted by one or more substituents from the group consisting of halogen, OH, benzyloxy, C1-C4-alkyl, C1-C4-alkoxy, COOR1 where R1 is H or C1-C4-alkyl, by coupling of (S)-alpha-methylcysteine hydrochloride of the formula (II) with a nitrile of the formula (III) Ar-CN in which Ar is as defined above, or a corresponding C1-C4-alkyl imidate, in which (S)-alpha-methylcysteine hydrochloride of the formula (II) is reacted in a suitable solvent with a nitrile of the formula (III) or a corresponding C1-C4-alkyl imidate in the presence of a tertiary base at a pH of 6.5 to 10 at 50 ° C. up to the reflux temperature to give the corresponding thiazoline of the formula (I), and processes for the preparation of (S)-alpha-methylcysteine hydrochloride and its use for the preparation of thiazolines of the formula (I).