Abstract
Isoxazolyl chloroacetamides (2) were obtained from 4-amino-3-methyl-5-styrylisoxazoles (1) on reaction with chloroacetyl chloride. Cyclocondensation of 2 with NH4SCN yielded 2([-methyl-5-(E)-2-aryl-1-ethenyl]-4-isoxazolylimino)-1,3-thiazolan-4-ones(3). Mannich reaction of 3 with formaldehyde and secondary amines gave isoxazolyl thiazolidinone Mannich bases (4 and 5).
Notes
*Compounds 2a–e were recrystallized from aqueous methanol and 3a–e from ethanol.
*Compounds 4a– e were purified by column chromatography and 5a– e were recrystallized from aq. ethanol.