反应详情

温度

20 °C

N-[2-(2-Isobutyl-3-oxo-6-trifluoromethyl-2,3-dihydro-1H-isoindol-1-yl)-acetyl]-guanidine is prepared as described in Example 9, starting with 10 cm3 of absolute ethanol, 0.13 g of sodium, 0.52 g of guanidinium chloride and 1.25 g of ethyl (6-trifluoromethyl-2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetate in 10 cm3 of absolute ethanol. The reaction mixture is stirred at a temperature in the region of 20° C. for 16 hours and then concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. The residue is then taken up in a mixture of 5 cm3 of water and 15 cm3 of diethyl ether and then concentrated to dryness again under the same conditions. The residue is taken up in 100 cm3 of ethyl acetate and the organic phase is washed with twice 50 cm3 of aqueous 1N sodium hydroxide solution and then with 30 cm3 of aqueous 4N hydrochloric acid solution. The acidic aqueous phase is treated with aqueous 30% sodium hydroxide solution to pH 14, and then extracted with 3 times 50 cm3 of ethyl acetate. The organic extracts are combined and washed with saturated sodium chloride solution, dried over magnesium sulfate and then concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. The white solid thus obtained is taken up in 20 cm3 of diethyl ether and stirred at a temperature in the region of 20° C., and then filtered. The solid is dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C. 0.099 g of N-[2-(2-Isobutyl-3-oxo-6-trifluoromethyl-2,3-dihydro-1H-isoindol-1-yl)-acetyl]-guanidine is thus obtained in the form of a pale yellow solid melting at 154° C. Mass spectrum: EI: m/e 356 (M+), m/e 269, m/e 200, m/e 86 (base peak).

1. customN-[2-(2-Isobutyl-3-oxo-6-trifluoromethyl-2,3-dihydro-1H-isoindol-1-yl)-acetyl]-guanidine is prepared
2. concentrationconcentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C
3. additionThe residue is then taken up in a mixture of 5 cm3 of water and 15 cm3 of diethyl ether
4. concentrationconcentrated to dryness again under the same conditions
5. washthe organic phase is washed with twice 50 cm3 of aqueous 1N sodium hydroxide solution
6. additionThe acidic aqueous phase is treated with aqueous 30% sodium hydroxide solution to pH 14
7. extractionextracted with 3 times 50 cm3 of ethyl acetate
8. washwashed with saturated sodium chloride solution
9. dry with materialdried over magnesium sulfate
10. concentrationconcentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C
11. customThe white solid thus obtained
12. stirringstirred at a temperature in the region of 20° C.
13. filtrationfiltered
14. customThe solid is dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C