Реакция #52191

Уравнение реакции

water

2-[2-(4-Amidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide

Triethylamine

benzoyl chloride

→

2-[2-(4-Benzoylamidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamidopiperidinyl)-amide

Растворители

dimethyl formamide

Условия реакции

Обработка

1. 1
   Экстракцияthe aqueous phase is extracted with 20 ml of acetic ester
2. 2
   ПромывкаThe organic phase is again washed with waterand
3. 3
   Сушкаdried over sodium sulphate
4. 4
   workup.DISTILLATIONThe solvent is distilled off under vacuum
5. 5
   ДругоеThe residue is chromatographed over silica gel with acetic ester
6. 6
   Другоеthe oily product is triturated with petroleum ether
7. 7
   ФильтрацияThe precipate is filtered
8. 8
   Промывкаwashed with petroleum ether
9. 9
   Другое150-154° C.

Методика

1.0 g (2 mmol) of 2-[2-(4-Amidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide and 3.2 ml Triethylamine (23 mmol) are dissolved in 10 ml of dimethyl formamide. The mixture is cooled down to 0° C. and 0.418 ml of benzoyl chloride (3.6 mmol) are slowly added dropwise. After 2 hours 20 ml of water are added to the mixture, and the aqueous phase is extracted with 20 ml of acetic ester. The organic phase is again washed with waterand dried over sodium sulphate. The solvent is distilled off under vacuum. The residue is chromatographed over silica gel with acetic ester, and the oily product is triturated with petroleum ether. The precipate is filtered and washed with petroleum ether. Yield: 0.160 g (15%); MPt: 150-154° C.;

Источник