반응 #6219

반응 방정식

4-(3-aminopropylthio)pyridine

4,5-dibromothiophene-2-carboxylic acid

N-hydroxysuccinimide

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

desired compound

수율 71.8%

4-[3-(4,5-dibromothenoylamino)propylthio]pyridine

수율 71.8%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 1 hour
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 2 hours
4. 4
   세척The reaction mixture was washed with water
5. 5
   기타dried
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   기타The residue was purified by column chromatography (eluent: ethyl acetate)
8. 8
   기타to obtain powder
9. 9
   기타The powder thus obtained
10. 10
    세척was washed with ether
11. 11
    기타dried

실험 절차

To a solution of 2.55 g (8.91 mmol) of 4,5-dibromothiophene-2-carboxylic acid and 1.33 g (11.6 mmol) of N-hydroxysuccinimide in 90 ml of methylene chloride, 2.05 g (10.7 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added under ice-cooling with stirring. The mixture was stirred at room temperature for 1 hour. Further, 1.50 g (8.91 mmol) of 4-(3-aminopropylthio)pyridine was added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was washed with water and dried, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain powder. The powder thus obtained was washed with ether and dried to obtain 2.79 g of the desired compound (yield: 71.8%, colorless powder).

출처