反应详情

In 10 ml of toluene, 1.6 g of 5-ethyl-2-imino-3-(2'-cyanobiphenyl-4-yl)methyl-1,3,4-thiadiazoline and 1.1 g of trimethyltin azide were suspended, followed by heating under reflux for 4 hours. After cooling, the reaction mixture was subjected to column chromatography on a silica gel and eluted using chloroform:methanol (20:1)→chloroform:methanol:acetic acid (20:10:1). The eluate fractions thus obtained were distilled off under reduced pressure. To the resulting residue, 40 ml of 2N sodium hydroxide and 40 ml of ethyl acetate were added. The aqueous layer so obtained was neutralized with 12N hydrochloric acid and powders so precipitated were collected by filtration. The powders were successively washed with water, ethanol and diethyl ether and then dried, whereby 290 mg of the title compound was obtained.

1. temperatureby heating
2. temperatureunder reflux for 4 hours
3. temperatureAfter cooling
4. washeluted
5. customThe eluate fractions thus obtained
6. distillationwere distilled off under reduced pressure
7. additionTo the resulting residue, 40 ml of 2N sodium hydroxide and 40 ml of ethyl acetate were added
8. customThe aqueous layer so obtained
9. customso precipitated
10. filtrationwere collected by filtration
11. washThe powders were successively washed with water, ethanol and diethyl ether
12. customdried