5-(HALOGENALKYL)-PICOLINSAEURE UND VERFAHREN ZU DEREN HERSTELLUNG

A 5-(haloalkyl)picolinic acid represented by the general formula, WHEREIN R1 represents an alkylene group having 3 to 6 carbon atoms and X represents a halogen atom, provided that the halogen atom is attached to the terminal carbon atom of the carbon chain or to the carbon atom at position 3' i...

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Bibliographische Detailangaben
Hauptverfasser: MIYANO, KOICHI, OMIYA, HAMANO, HIROAKI, HIGASHI-MURAYAMA, UMEZAWA, HAMAO, TAKEUCHI, TOMIO, TANAKA, WATARU, HOYA
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Sprache:ger
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Zusammenfassung:A 5-(haloalkyl)picolinic acid represented by the general formula, WHEREIN R1 represents an alkylene group having 3 to 6 carbon atoms and X represents a halogen atom, provided that the halogen atom is attached to the terminal carbon atom of the carbon chain or to the carbon atom at position 3' in the case of a four-carbon chain, is a novel compound useful as a hypotensive agent. The said novel compound is obtained by reacting a 2-methyl-5-(haloalkyl)-pyridine represented by the general formula, WHEREIN R1 and X have the same meaning as defined above, A. WITH A PEROXIDE TO FORM A 2-METHYL-5-(HALOALKYL)PYRIDINE-N-oxide, converting the resulting N-oxide to a 2-hydroxymethyl-5-(haloalkyl)pyridine ester by reaction with a carboxylic acid anhydride, hydrolyzing the resulting ester to a 2-hydroxymethyl-5-(haloalkyl)-pyridine, and oxidizing the resulting compound with an oxidizing agent; or B. WITH BENZALDEHYDE IN THE PRESENCE OF A DEHYDRATING AGENT TO FORM A 2-STYRYL-5-(HALOALKYL)-PYRIDINE, AND OXIDIZING THE RESULTING STYRYL DERIVATIVE WITH AN OXIDIZING AGENT; OR C. WITH SELENIUM DIOXIDE TO EFFECT OXIDATION.