4-Oxo Ticlopidine synthesis

Yield:68559-55-7 55%

Reaction Conditions:

with potassium permanganate in acetone;

Steps:

1 4-Oxo-5-o.chlorobenzyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (Derivative n°1)

EXAMPLE 1 4-Oxo-5-o.chlorobenzyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (Derivative n°1) To a stirred solution of 5-o.chlorobenzyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (6.5 g; 24.6 mmoles) in acetone (250 ml) heated at 40° C., is added portionwise finely powdered potassium permanganate (15.59 g; 98.6 mmoles). The reaction causes the refluxing of the solvent. On completion of the addition, the reaction mixture is maintained at 40° C. for a further 30 minutes, after which it is cooled and filtered through a silica bed. The filtrate is evaporated to dryness, and the resulting solid material is recrystallized from diisopropyl ether, to give white crystals, M.p.=60° C. (Yield: 55%).

References:

US4193997,1980,A