反应详情

温度

100 °C

A mixture of 3,4-epoxy-2,2-diethyl-3,4-dihydro-2H-1-benzopyran-6-carbonitrile (1.07 g) and 2-cyanoiminothiazolidine (0.89 g) in N,N-dimethylformamide-triethylamine (2:1, 7.5ml) was heated at 100° C. with stirring for 8 hours and 20 minutes. The reaction mixture was poured into water, extracted with ethyl acetate, washed with brine, and then dried over anhydrous magnesium sulfate. After the solution was evaporated in vacuo, the residue was purified with silica gel column chromatography using a mixture of ethyl acetate and n-hexane (1:1) as an eluent. The fractions containing the object compound were concentrated in vacuo and the residue was recrystallized from 50% aqueous acetonitrile to give trans-4-(2-cyanoiminothiazolidin-3-yl)-2,2-diethyl-3,4-dihydro-3-hydroxy-2H-1-benzopyran-6carbonitrile (0.48 g).

1. extractionextracted with ethyl acetate
2. washwashed with brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customAfter the solution was evaporated in vacuo
5. customthe residue was purified with silica gel column chromatography
6. additiona mixture of ethyl acetate and n-hexane (1:1) as an eluent
7. additionThe fractions containing the object compound
8. concentrationwere concentrated in vacuo
9. customthe residue was recrystallized from 50% aqueous acetonitrile