4-Bromo-3-methylaniline → N-(3-(((4-bromo-3-methylphenyl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)formamide

반응식

[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[CH3:9].[CH:10]([NH:12][C:13]1[NH:17][N:16]=[C:15]([S:18](Cl)(=[O:20])=[O:19])[N:14]=1)=[O:11].S(Cl)(Cl)(=O)=O>C(#N)C>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:18]([C:15]2[N:14]=[C:13]([NH:12][CH:10]=[O:11])[NH:17][N:16]=2)(=[O:19])=[O:20])=[CH:4][C:3]=1[CH3:9]

참가 물질

실험 절차

A mixture of 4-bromo-3-methylaniline (3.72 g, 20 mmol) and 5-formamido-1,2,4-triazole-3-sulfonyl chloride (2.10 g, 10 mmol) in 50 mL of acetonitrile was refluxed under nitrogen until all of the sulfonyl chloride has been consumed (approximately 1 hr). The mixture was cooled and filtered. The precipitate was dispersed in 200 mL of 1% aqueous HCl solution and filtered again to yield the title compound as a white solid, 3.0 g (84%) m.p. 282°-284° C., M+ -Br at 280.