تفاعل #6195

معادلة التفاعل

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

cyclohexanoyl chloride

→

desired compound

المردود 77.0%

4-[3-(cyclohexanoylamino)propylthio]pyridine hydrochloride

المردود 77.0%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
3. 3
   غسيلThe reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water
4. 4
   أخرىdried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   أخرىThe residue was purified by column chromatography (eluent: ethyl acetate)

الإجراء التجريبي

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.77 ml (19.8 mmol) of triethylamine in 40 ml of methylene chloride was added 0.66 ml (4.96 mmol) of cyclohexanoyl chloride under ice-cooling with stirring and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water and dried. The solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 890 mg of the desired compound (free base) (77.0%, colorless prisms), mp: 93.0°-94.0° C.

المصدر