反应详情

To a solution of guanidine hydrochloride (2.7 g) in methanol (12 ml) was added sodium methoxide (5.13 g, 28% in methanol) and the mixture was stirred for 15 minutes under nitrogen. To this mixture was added a solution of methyl 3-phenylbenzoate (1.20 g) in methanol (2 ml) and the mixture was stirred for 6 hours. The reaction mixture was poured into a mixture of ethyl acetate (100 ml) and water (50 ml). The organic layer was successively washed with 5N-sodium hydroxide aqueous solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on alumina (100 ml) and eluted with chloroform-methanol (10:1). The fractions containing the desired product were collected and evaporated in vacuo. The residue was crystallized from 4N-hydrogen chloride-ethyl acetate. The crystalline was recrystallized from ethanol to afford 2-[3-phenylbenzoyl]guanidine hydrochloride (274.0 mg).

1. stirringthe mixture was stirred for 6 hours
2. washThe organic layer was successively washed with 5N-sodium hydroxide aqueous solution and brine
3. dry with materialdried over magnesium sulfate
4. customevaporated in vacuo
5. customThe residue was purified by column chromatography on alumina (100 ml)
6. washeluted with chloroform-methanol (10:1)
7. additionThe fractions containing the desired product
8. customwere collected
9. customevaporated in vacuo
10. customThe residue was crystallized from 4N-hydrogen chloride-ethyl acetate
11. customThe crystalline was recrystallized from ethanol