反应详情

A solution of 1.20 g (5 mmol) of methyl 3-(N,N-dimethylaminocarbamoylthio)pyridine-2-carboxylate in 5 mL of methanol and 1.5 mL (6 mmol) of 4.1M sodium methoxide methanol was stirred at room temperature for 10 minutes. Then the solvent was concentrated and the residue was dissolved in 5 mL of N,N-dimethylformamide and 5 mL of tetrahydrofuran. 0.936 g (6 mmol) of p-methoxybenzylmercaptan was added and the solution was stirred at room temperature for 18 hours. The solution was partitioned between ether and water and the aqueous layer was extracted with two portions of ether. The combined extracts were washed with brine, dried and concentrated. Recrystallization from methanol afforded 0.90 g (62%) of pale tan needles, m.p. 99°-100° C.

1. concentrationThen the solvent was concentrated
2. dissolutionthe residue was dissolved in 5 mL of N,N-dimethylformamide
3. customThe solution was partitioned between ether and water
4. extractionthe aqueous layer was extracted with two portions of ether
5. washThe combined extracts were washed with brine
6. customdried
7. concentrationconcentrated
8. customRecrystallization from methanol