反应详情

Ethyl-m-[N,N-di(n-hexadecyl)aminomethyl]-thiobenzimidate dihydrochloride (1.074 g., 1.5 mmoles) was added to a solution of cyclopentylamine (255 mg., 3.0 mmoles, glacial acetic acid (0.3 ml., 5.3 mmoles) and chloroform (10 ml.). The mixture was held for 72 hours at room temperature. It was then diluted to 300 ml. with chloroform, washed with saturated aqueous sodium bicarbonate solution (3 × 50 ml.), washed with saturated aqueous sodium chloride solution (3 × 50 ml.), dried (Na2 SO4) and filtered. The filtrate was acidified with a 10% solution of anhydrous hydrogen chloride in dioxane (5ml.) and then evaporated in vacuo to an oil. The oil was crystallized from warm 1,2-dimethoxyethane [850 mg., 77% yield, Rf .30 (4:1, benzene:ethanol on silicic acid), m.p.--forms a gel at 78° C.].

1. additionIt was then diluted to 300 ml
2. washwith chloroform, washed with saturated aqueous sodium bicarbonate solution (3 × 50 ml.)
3. washwashed with saturated aqueous sodium chloride solution (3 × 50 ml.)
4. customdried (Na2 SO4)
5. filtrationfiltered
6. customevaporated in vacuo to an oil
7. customThe oil was crystallized
8. temperaturefrom warm 1,2-dimethoxyethane [850 mg
9. customat 78° C.