反应详情

3.4 g of methyl iodide were added to a solution of 1.03 g of N-(trans-2-aminocyclohexyl)-N′-(2-phenoxyphenyl)thiourea in 30 ml of ethanol, and the reaction mixture was kept at reflux for 5 hours. The mixture was allowed to stand overnight and the solvent was then distilled off and the residue was treated with water and subsequently made alkaline using saturated sodium bicarbonate solution. The aqueous phase was extracted with ethyl acetate and the organic extraction phase was evaporated, and the oily residue was then chromatographed on silica gel using a mixture of 10 parts of ethyl acetate, 5 parts of n-heptane, 5 parts of methylene chloride, 5 parts of methanol and 1 part of concentrated aqueous ammonia solution. This gave an oily product which was dissolved in ethyl acetate and acidified using a saturated solution of HCl gas in diethyl ether. The solvent was distilled off and the residue was then dissolved in water and subjected to freeze-drying. This gave 0.49 g of a solid of m.p. 110° C.

1. temperatureat reflux for 5 hours
2. distillationthe solvent was then distilled off
3. additionthe residue was treated with water and subsequently made alkaline
4. extractionThe aqueous phase was extracted with ethyl acetate
5. customthe organic extraction phase was evaporated
6. customthe oily residue was then chromatographed on silica gel using
7. additiona mixture of 10 parts of ethyl acetate, 5 parts of n-heptane, 5 parts of methylene chloride, 5 parts of methanol and 1 part of concentrated aqueous ammonia solution
8. customThis gave an oily product which
9. distillationThe solvent was distilled off
10. dissolutionthe residue was then dissolved in water
11. customto freeze-drying