Реакция #5339

Уравнение реакции

methyl 2-butyl-1-[[2'-(acetoxycarbamimidoyl)biphenyl-4yl)methyl]benzimidazole-7-carboxylate

CS2

sodium hydride

→

prisms

Выход 32.0%

Methyl 2-butyl-1-[[2'-(2,5-dihydro-5-thioxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazol-7-carboxylate

Выход 32.0%

Растворители

DMF

Условия реакции

Обработка

1. 1
   ЭкстракцияThe mixture was extracted with ethylacetate
2. 2
   Промывкаthe extract was washed with water
3. 3
   Другоеdried
4. 4
   Концентрированиеconcentrated to dryness
5. 5
   ДругоеThe residue was crystallized from chloroformmethanol

Методика

To a mixture of methyl 2-butyl-1-[[2'-(acetoxycarbamimidoyl)biphenyl-4yl)methyl]benzimidazole-7-carboxylate (2.0 g) and CS2 (1.5 g) in DMF (12 ml) gas added sodium hydride (60% in oil, 0.56 g) during a period of 10 minutes and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice-water and the pH of the solution was adjusted to 3. The mixture was extracted with ethylacetate and the extract was washed with water, dried, and concentrated to dryness. The residue was crystallized from chloroformmethanol to afford pale yellow prisms (0.64 g, 32 %). m.p. 180°-181° C.

Источник