Synthesis of 3-carbomethoxy-4,5-dimethylthiophene

C - Chemistry – Metallurgy – 07 – D

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C07D 333/38 (2006.01) C07D 333/32 (2006.01)

Patent

CA 2306910

Fungicides having thiophene rings may be made from the intermediate compound 3- carbomethoxy-4,5-dimethylthiophene. That compound, and related compounds, may be produced by reacting an alpha mercaptoketone, e.g., 3-mercapto-2-butanone, with an acrylate, e.g., methyl-3-methoxy acrylate, in the presence of an alkoxide base, e.g., NaOMe, to form the substituted tetrahydrothiophene, followed by conversion to the aromatic thiophene with an acid treatment. The substituted tetrahydrothiophene is a novel compound.

Il est possible de fabriquer des fongicides comportant des noyaux thiophène à partir d'un composé intermédiaire, le 3-carbométhoxy-4,5-diméthylthiophène. Pour produire ce composé, ainsi que des composés voisins, on fait réagir une mercaptocétone alpha , par exemple la 3-mercapto-2-butanone, avec un acrylate, par exemple le méthyl-3-méthoxy-acrylate, en présence d'une base représentée par un alcoxyde, par exemple NaOMe, de façon à former le tétrahydrothiophène substitué, que l'on convertit en thiophène aromatique par un traitement acide. Le tétrahydrothiophène substitué est un nouveau composé.

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