反应详情

A mixture of 2-chlorophenylisocyanate (7 g) and trimethylsilyl azide (7.9 g) was refluxed under heating for either hours and then the mixture was evaporated to remove excess trimethylsilyl azide under reduced pressure distillation, followed by addition of methanol to the resulting residue. Thereafter, the methanol was distilled off under reduced pressure. The resulting residue was purified by flash column chromatography (eluent: hexane:ethyl acetate = 2:1) to obtain the desired 1-(2-chlorophenyl)-5(4H)-tetrazolinone (6.6 g) having a m.p. in the range of from 124° to 125.5° C., in a yield of 73% of theory.

1. temperaturewas refluxed
2. temperatureunder heating for either hours
3. customthe mixture was evaporated
4. customto remove excess trimethylsilyl azide
5. distillationunder reduced pressure distillation
6. additionfollowed by addition of methanol to the resulting residue
7. distillationThereafter, the methanol was distilled off under reduced pressure
8. customThe resulting residue was purified by flash column chromatography (eluent: hexane:ethyl acetate = 2:1)