PRODUCTION OF 2-HALOGENO-5-CYANOPYRIDINE

PROBLEM TO BE SOLVED: To obtain the subject compound useful as a starting material for a variety of pyridine compounds important in the medicinal and agrochemical fields in a high yield from easily available materials, by reacting a specified pyridine with a halogenating agent. SOLUTION: This method...

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Bibliographic Details
Main Authors SHIONO MANZO, HAMAZAKI TAKASHI, INOUE SHINICHI, ASANUMA GORO
Format Patent
LanguageEnglish
Published 27.10.1998
Edition6
Subjects
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Summary:PROBLEM TO BE SOLVED: To obtain the subject compound useful as a starting material for a variety of pyridine compounds important in the medicinal and agrochemical fields in a high yield from easily available materials, by reacting a specified pyridine with a halogenating agent. SOLUTION: This method compound of formula I (X is a halogen) is obtained by reacting (A) 5,5'-dicyano-2,2'-thiobispyridine with (B) a halogenating agent (e.g. chlorine) e.g. in the molar ratio B/A of 0.1 to 100, in such a solvent as acetonitrile at 20 deg.C to the reflux temperature of the solvent. The component A is produced, preferably, by reacting 2-sulfonyl-5-cyanopyridine of formula II (R is an alkyl, cycloalkyl, etc.) with a metal sulfide (e.g. sodium sulfide), or a metal hydrosulfide (e.g. sodium hydrosulfide) plus a metal hydroxide (e.g. sodium hydroxide) in the presence of such a diluent as methanol at a temp. of -20 to 200 deg.C.
Bibliography:Application Number: JP19970089180