Process for preparing 2-halo-5-substituted pyridines
AssigneeReilly Industries, Inc.
InventorsRamiah Murugan, Eric F. V. Scriven, Tony Y. Zhang
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Abstract
Described are preferred processes for preparing 2-halo-5-substituted pyridine compounds. Preferred processes can be conducted in a one-step, one-pot fashion, and involve the reaction of a formamide and a halogenating agent with a nitrile such as cis-2-pentenonitrile or with a combination of reactants including an aldehyde such as n-propionaldehyde and a nitrile or an amide. Preferred processes provide for convenient and advantageous preparations of 2-chloro-5-methylpyridine, which serves as an intermediate to important insecticidal compounds.
Claims26
A process for preparing a 2-halo-5-substituted pyridine compound, comprising reacting a dialkylformamide or an arylalkylformamide, in the presence of a halogenating agent, with an amide or nitrile of the formula:
- ##STR7## wherein R.sup.1 is --H or an alkyl, haloalkyl, alkenyl, aryl, aralkyl, ester or halogen group, and an aldehyde of the formula:
- ##STR8## wherein R.sup.2 is an alkyl, haloalkyl, alkenyl, aryl, aralkyl, ester or halogen group, so as to form a 2-halo-5-substituted pyridine compound.
A process for preparing a 2-halo-5-substituted pyridine compound, comprising reacting a dialkylformamide or an arylalkylformamide, in the presence of a halogenating agent, with a nitrile of the formula:
- ##STR9## wherein R.sup.3 is an alkyl, haloalkyl, alkenyl, aryl, aralkyl or halogen group, so as to form a 2-halo-5-substituted pyridine compound.
A process for preparing 2-chloro-5-methylpyridine, comprising reacting dimethylformamide, in the presence of a chlorinating agent, with (i) either acetonitrile or acetamide together with n-propionaldehyde or (ii) cis-2-pentenonitrile, so as to form 2-chloro-5-methylpyridine.
Dependencies are inferred from the claim text.