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3-(2-methoxyphenyl)-2-sulfanylidene-thiazolidin-4-one synthesis

5synthesis methods
-

Yield:56676-49-4 63%

Reaction Conditions:

Stage #1: carbon disulfide;2-methoxy-phenylaminewith triethylamine in ethanol at 0; for 0.5 h;
Stage #2: sodium monochloroacetic acid in water at 20;
Stage #3: with hydrogenchloride in water; for 0.0833333 h;

Steps:



General procedure: Cyclohexanamine 6a (0.5g, 5mmol), and triethylamine (2.35g, 25mmol) were solved in ethanol (2ml), then carbon disulfide (0.76g, 10mmol)was dropped into mixture with stirring for 0.5h at 0 °C. The precipitate was filtered and washed by ether and solved in solution of sodium chloroacetate (0.64g, 5.5mmol) at RT overnight. 6M HCl (7ml)was added to reaction mixture and heated at 95 °C for 5min. The crude product was filtered and purified by recrystallization with chloroform to give the yellow solid as target compound

References:

Liang, Xiao;Fu, Huansheng;Xiao, Peng;Fang, Hao;Hou, Xuben [Bioorganic Chemistry,2020,vol. 103,art. no. 104124]