Water → (5Z)-2-(methylthio)-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one

Participants

Reaction Steps

The suspension of 5-[1-quinolin-6-yl-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one (10.2 g, 37.5 mmol), iodomethane (4.65 mL, 75 mmol) and DIEA (N,N-diisopropylethylamine) (9.8 mL, 56.3 mmol) in anhydrous ethanol (100 mL) was stirred at room temperature for 12 h. After adding water (200 mL), the solid was collected by filtration, washed with water and dried to obtain 2-methylsulfanyl-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one (8.76 g, 82%) as a grey solid. LC-MS m/e 287 (MH+).

Provenance & Evidence