Реакция #365802

Уравнение реакции

1-(trans-4-aminocyclohexane-1-ylcarbonyl)-4-(6-chloronaphthalene-2-sulfonyl)piperazine hydrochloride

triethylamine

2-methylthioimidazoline

→

title compound

Выход 52.4%

1-(6-Chloronaphthalene-2-sulfonyl)-4-[trans-4-(2-imidazolinylamino)cyclohexane-1-ylcarbonyl]piperazine hydrochloride

Выход 52.4%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Температураthe mixture was heated for 48 hours
2. 2
   Температураunder reflux
3. 3
   КонцентрированиеThe reaction solution was concentrated
4. 4
   Другоеthe residue was purified with silica gel column chromatography (dichloromethane/methanol containing 10% ammonia=10/1)

Методика

To a solution of 1-(trans-4-aminocyclohexane-1-ylcarbonyl)-4-(6-chloronaphthalene-2-sulfonyl)piperazine hydrochloride (100 mg) and triethylamine (120 mg) in ethanol (10 ml) was added 2-methylthioimidazoline (116 mg), and the mixture was heated for 48 hours under reflux. The reaction solution was concentrated, and the residue was purified with silica gel column chromatography (dichloromethane/methanol containing 10% ammonia=10/1) and transformed into hydrochloride with 4 N hydrochloric acid in ethyl acetate to give a colorless solid of the title compound (30 mg).

Источник