تفاعل #6192

معادلة التفاعل

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

stearoyl chloride

→

desired compound

المردود 95.2%

4-[3-(stearoylamino)propylthio]pyridine

المردود 95.2%

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)
7. 7
   أخرىto obtain the powder which
8. 8
   غسيلwas washed with hexane
9. 9
   أخرىdried

الإجراء التجريبي

To a solution of 700 mg (2.90 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 1.62 ml (11.6 mmol) of triethylamine in 30 ml of methylene chloride was added 1.18 ml (3.48 mmol) of stearoyl 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 the powder which was washed with hexane and dried to obtain 1.20 g of the desired compound (95.2%, colorless powder), mp: 88.0°-89.0° C.

المصدر