反应详情

温度

60 °C

40.89 g 1-Ethyl-2-methyl-isothiourea hydroiodide was dissolved in 150 mL pyridine at 40° C. Subsequently, 20.00 g 2,3-diaza-spiro[4.4]non-2-ene was added and the mixture was stirred overnight under reflux. The mixture was cooled to 60° C. and concentrated under reduced pressure, and the orange residue was taken up in DCM (250 mL). The organic phase was extracted 3 times with water, dried over Na2SO4 and evaporated under reduced pressure. Residual pyridine was removed by azeotropic destillation with water under reduced pressure at 60° C., and residual water was removed by azeotropic destillation with isopropanol under reduced pressure at 60° C. This yielded 31.5 g of a yellow/brown oil containing ˜80% of anticipated product which was used in subsequent steps without further purification. 1H NMR (400 MHz, CDCl3) δ 1.35 (t, J=7.22 Hz, 3H), 1.57-1.99 (m, 8H), 3.60 (q, J=7.22 Hz, 2H), 4.04 (s, 2H), 7.03 (s, 1H) [guanidine NH2 invisible].

1. temperatureunder reflux
2. concentrationconcentrated under reduced pressure
3. extractionThe organic phase was extracted 3 times with water
4. dry with materialdried over Na2SO4
5. customevaporated under reduced pressure
6. customResidual pyridine was removed by azeotropic destillation with water under reduced pressure at 60° C.
7. customresidual water was removed by azeotropic destillation with isopropanol under reduced pressure at 60° C
8. additionThis yielded 31.5 g of a yellow/brown oil containing ˜80% of anticipated product which
9. customwas used in subsequent steps without further purification