反应详情

Sodium methoxide (734.0 mg, 13.59 mmol) is added to a solution of 2-[(2,6-dichloro-3-methylphenyl)amino]-benzoic acid, 2-(aminothioxomethyl)-hydrazide (1.466 g, 3.96 mmol) in 60 ml of methanol and the mixture is heated at reflux overnight, under a nitrogen atmosphere. An additional amount of sodium methoxide (702.0 mg, 13.00 mmol) is added and heating at reflux is continued overnight. The volatiles are removed in vacuo and the residue dissolved in water. The aqueous solution is acidified to pH 4-5 with 10% hydrochloric acid. The resultant white solid is collected, dissolved in tetrahydrofuran and chromatographed, eluting with hexane:ethyl acetate (1:2) to give 599.2 mg (43%) of 5-[2-[(2,6-dichloro-3-methylphenyl)amino]phenyl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, mp 300°-305° C.

1. temperaturethe mixture is heated
2. temperatureat reflux overnight, under a nitrogen atmosphere
3. temperatureheating
4. temperatureat reflux
5. customThe volatiles are removed in vacuo
6. dissolutionthe residue dissolved in water
7. customThe resultant white solid is collected
8. dissolutiondissolved in tetrahydrofuran
9. customchromatographed
10. washeluting with hexane:ethyl acetate (1:2)