反应 #6200

反应方程式

4-(3-aminopropylthio)pyridine dihydrochloride

triethylamine

4-chlorobenzoyl chloride

→

desired compound

收率 118.6%

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

收率 118.6%

溶剂

methylene chloride

反应条件

后处理

1. 1
   温度cooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
3. 3
   洗涤The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water
4. 4
   其他dried
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   其他The residue was purified by column chromatography (eluent: ethyl acetate)
7. 7
   其他to obtain the powder which
8. 8
   洗涤was washed with ether
9. 9
   其他dried

实验过程

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 0.63 ml (4.96 mmol) of 4-chlorobenzoyl 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 ether and dried to obtain 1.01 g of the desired compound (free base) (79.3%, pale yellow powder), mp: 95.0°-96.0° C.

来源