Dimethylformamide → 5-(3-Aminocrotonyl)-2-methylthiazolidine 1,1-dioxide

Participants

Reaction Steps

In accordance with the procedure described in Example 7, a solution of 3.8 g of 4-amino-N-methyl-2-oxo-3-pentenesulfonamide and 4 ml of ethylene bromide in 50 ml of dimethylformamide were treated with 12 g of potassium carbonate and the mixture was stirred intensively at 80° in an oil bath for 6 hours. The product was firstly chromatographed on 300 g of silica gel with methylene chloride/ethyl acetate (1:1) as the elution agent and then recrystallized from ethanol. There were obtained 1.9 g of 5-(3-aminocrotonyl)-2-methylthiazolidine 1,1-dioxide in the form of colorless crystals, m.p. 113°-115°.

Provenance & Evidence