反应详情

To 1.74 g (0.01 mole) of phenyl isocyanide dichloride in dry Et2O with cooling under N2 is added 0.71 g (0.01 mole) of pyrrolidine followed by 1.01 g (0.01 mole) of Et3N with stirring. The mixture is allowed to stir for 11/2 hrs. and then filtered to remove precipitated Et3N.HCl. To the filtrate is added 1.96 g (0.02 mole) of 1-methyl-2-iminopyrrolidine in an ice-water bath. The resultant mixture is allowed to stir overnight under N2 and then filtered to remove N-methyl-2-iminopyrrolidine hydrochloride, m.p. 182°-188° C. The filtrate is evaporated to dryness in vacuo affording in an oil which is dissolved in MeOH (10 ml) and treated with an equimolar amount of L(+)-tartaric acid. The resultant solution is concentrated while adding i-PrOH to give crystals. Recrystallization from isopropanol-acetonitrile gives the pure L-(+)-tartrate salt, N-(1-methyl-2-pyrrolidinylidene)-N'-phenyl-1-pyrrolidinecarboximidamide, m.p. 153°-56° C.

1. stirringto stir for 11/2 hrs
2. filtrationand then filtered
3. customto remove
4. customprecipitated Et3N.HCl
5. stirringto stir overnight under N2
6. filtrationfiltered
7. customto remove N-methyl-2-iminopyrrolidine hydrochloride, m.p. 182°-188° C
8. customThe filtrate is evaporated to dryness in vacuo
9. customaffording in an oil which
10. concentrationThe resultant solution is concentrated
11. additionwhile adding i-PrOH
12. customto give crystals
13. customRecrystallization from isopropanol-acetonitrile