Synthesis of 2-[1-(2,5-dimethylphenyl)ethylsulfonyl]pyridine-1-o

Details Synthesis of 2-[1-(2,5-dimethylphenyl)ethylsulfonyl]pyridine-1-o Synthesis of 2-[1-(2,5-dimethylphenyl)ethylsulfonyl]pyridine-1-o

1980-07-28

1984-12-25

Jiles, Henry R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

570194, 546290, 568 67, C07D21154

Patent

active

044905327

ABSTRACT:
Hydrogen chloride is passed into p-xylene and acetaldehyde to form bis-1-chloroethyl ether; the latter is converted to 2-(1-chloroethyl)-1,4-dimethylbenzene by the action of sulfuric acid and hydrogen chloride. Alkali metal hydrogen sulfide in aqueous methanol or ethanol converts the 2-(1-chloroethyl)-1,4-dimethylbenzene to alpha,2,5-trimethylbenzenemethanethiol; the sodium salt of the latter reacted with 2-chloropyridine-1-oxide yields 2-[1-(2,5-dimethylphenyl)ethylthio]pyridine-1-oxide which is then oxidized with hydrogen peroxide and alkali metal tungstate or tungstic acid to form 2-[1-(2,5-dimethylphenyl)ethylsulfonyl]pyridine-1-oxide.

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