反应详情

To 2-chloroimidazoline bisulfate (60.0 g, 300 mmoles) in methanol (600 ml) and water (150 ml) is added with stirring 2-chloroaniline (81.1 g, 67 ml, 636 mmoles). The heterogeneous mixture is stirred at ambient temperature overnight. After 20 hours the mixture is poured into ice water, made strongly alkaline with sodium hydroxide and extracted with dichloromethane twice. The organic extracts are washed once with water and once with saturated sodium chloride solution and then extracted with 2 N acetic acid (2×1 liter). The combined acid extracts are backwashed with dichloromethane, made strongly alkaline with sodium hydroxide, and once again extracted with dichloromethane twice. The dichloromethane extracts are combined, washed with water and then sodium chloride solution and finally dried and evaporated in vacuo. The solid residue (31 g) is dissolved in hot toluene, filtered, and diluted with hexane (total volume 3 liters). Colorless crystals separate which are filtered, washed with hexane and air-dried, to give 28.2 g of 2-(2-chlorophenylimino)imidazolidine, m.p. 133°-134° C.

1. extractionextracted with dichloromethane twice
2. washThe organic extracts are washed once with water and once with saturated sodium chloride solution
3. extractionextracted with 2 N acetic acid (2×1 liter)
4. extractiononce again extracted with dichloromethane twice
5. washwashed with water
6. dry with materialsodium chloride solution and finally dried
7. customevaporated in vacuo
8. dissolutionThe solid residue (31 g) is dissolved in hot toluene
9. filtrationfiltered
10. additiondiluted with hexane (total volume 3 liters)
11. customColorless crystals separate which
12. filtrationare filtered
13. washwashed with hexane
14. customair-dried