Methylamine → HCID 11722609, compound

Participants

Reaction Steps

To 50 ml of toluene were added 5.0 g (0.025 mole) of α-(4-chlorophenyl)-α-mercaptoacetic acid prepared in Referential Example 4, 2.64 g (0.025 mole) of nicotinic aldehyde and 5.75 g (0.074 mole) of a 40% aqueous methylamine solution, and the mixture was subjected to azeotropic dehydration for 3 hours. The reaction mixture was cooled, and concentrated under reduced pressure. The residue obtained was purified by silica gel chromatography (5% acetone-chloroform) and recrystallized from ether to give 6.59 g (87.6% yield of 5-(4-chlorophenyl)-3-methyl-2-(3-pyridyl)-thiazolidin-4-one, m.p. 100° to 101.5° C. (uncorrected).

Provenance & Evidence