PRODUCTION OF 3-(AMINOMETHYL)-6-CHLOROPYRIDINE

• Main Authors: INOUE TSUTOMU, IMAGAWA TSUTOMU
• Format: Patent
• Language: English
• Published: 29.07.1997
• Edition: 6
• Subjects: APPARATUS THEREFOR; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY; PERFORMING OPERATIONS; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL; THEIR RELEVANT APPARATUS; TRANSPORTING

PROBLEM TO BE SOLVED: To efficiently obtain 3-(aminomethyl)-6-chloropyridine which is useful as a precursor of important starting substances for agrochemicals by using a compound readily available from 3-(aminomethyl)pyridines as a starting substance. SOLUTION: An organic base of the formula: R'R"R'''N [R', R" and R''' are each a lower alkyl, an aromatic group or they together form a (substituted) pyridine] and an electrophilic reagent having at least one chlorine atom are allowed to act on a 3-(substituted aminomethyl)pyridine 1-oxide of formula I (R is an alkyl, an aryl, aralkyl, an alkoxy; R is H, a lower alkyl; R is H, a lower alkyl, a halogen), the reaction mixture is treated with water in combination with an acid to give 3-(aminomethyl)-6-chloropyridine. The organic base is preferably trimethylamine and the electrophilic reagent is preferably phosgene.