反应详情

5.4 g (21.3 mmol) of methyl 2-chloro-5-phenyl-4-thiazolecarboxylate and 3.6 g (22.3 mmol) of t-butyl (2-aminoethyl)carbamate were stirred under reduced pressure for 22 hours at a bath temperature of 110°, whereby the methanol formed was distilled off continuously. The reaction mixture was cooled, dissolved in methylene chloride and chromatographed on 150 g of silica gel with methylene chloride and a 4:1 mixture of methylene chloride and ethyl acetate as the eluting agent. The fractions which were pure according to the thin-layer chromatogram were combined and evaporated. Crystallization of the residue from ethyl acetate/hexane yields 1.83 g (27.5%) of t-butyl [2-(2-chloro-5-phenyl-4-thiazolecarboxamido)ethyl]carbamate as white crystals, melting point 114°-116°.

1. customformed
2. distillationwas distilled off continuously
3. temperatureThe reaction mixture was cooled
4. dissolutiondissolved in methylene chloride
5. customchromatographed on 150 g of silica gel with methylene chloride
6. additiona 4:1 mixture of methylene chloride and ethyl acetate as the eluting agent
7. customevaporated
8. customCrystallization of the residue from ethyl acetate/hexane