反应详情

28% Methanolic sodium methoxide (6.2 ml) was added to a solution of guanidine hydrochloride (3.2 g) in dry methanol (40.0 ml) and the mixture was stirred for 30 minutes at ambient temperature. To the mixture was added methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate (1.9 g) and the mixture was stirred for 7 hours at the same temperature. The solvent was removed by concentration and the residue was added to a mixture of ethyl acetate, tetrahydrofuran and water. The separated organic layer was washed with brine and dried over magnesium sulfate. The residue was obtained by evaporating a solvent, and purified by column chromatography on alumina eluting with a mixture of chloroform and methanol (19:1, V/V). The fractions containing the desired product were collected and evaporated in vacuo. The residue was recrystallized from a mixture of methanol and diisopropyl ether to give 2-[3-methylsulfonyl-5-(pyrrol-1-yl)benzoyl]guanidine (0.44 g).

1. stirringthe mixture was stirred for 7 hours at the same temperature
2. customThe solvent was removed by concentration
3. additionthe residue was added to a mixture of ethyl acetate, tetrahydrofuran and water
4. washThe separated organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. customThe residue was obtained
7. customby evaporating a solvent
8. custompurified by column chromatography on alumina eluting with a mixture of chloroform and methanol (19:1, V/V)
9. additionThe fractions containing the desired product
10. customwere collected
11. customevaporated in vacuo
12. customThe residue was recrystallized from a mixture of methanol and diisopropyl ether