反应详情

温度

15 °C

5-Acetylamino-3-mercapto-1,2,4-triazole (15.6 g, 0.10 mole) was added to 250 ml of acetic acid containing 3.6 g (0.20 mole) of water. The mixture was cooled to 15° C. with an external ice bath and 21 g (0.30 mole) of chlorine was added as a gas under the surface of the liquid with stirring over a 30 min. period. About 200 ml of volatiles were then removed from the mixture by evaporation under reduced pressure at up to 120° C. The residue was combined with 17.6 g (0.10 mole) of 2,6-dichloro-3-methylaniline and the mixture heated with stirring at 115° C. for 9 hours. A 100 ml portion of water and 25 ml of concentrated aqueous hydrochloric acid were added and the mixture heated at reflux for 12 hours. It was then allowed to cool and the solids present were collected by filtration. The solids were then placed in 200 ml of 10 percent aqueous sodium hydroxide and the insoluble fraction removed by filtration. The filtrate was acidfied with aqueous hydrochloric acid to pH 4.5 and the solids that formed were recovered by filtration and dried under reduced pressure to obtain 8.9 g (20 percent of theory) of the title compound assaying 80 percent purity by high pressure liquid chromatography.

1. customAbout 200 ml of volatiles were then removed from the mixture by evaporation under reduced pressure at up to 120° C
2. temperaturethe mixture heated
3. stirringwith stirring at 115° C. for 9 hours
4. temperaturethe mixture heated
5. temperatureat reflux for 12 hours
6. temperatureto cool
7. filtrationthe solids present were collected by filtration
8. customthe insoluble fraction removed by filtration
9. customthe solids that formed
10. filtrationwere recovered by filtration
11. customdried under reduced pressure