2-Thiopheneacetic acid → 4-[3-(2-Thienylacetylamino)propylthio]pyridine

To a solution of 913 mg (6.42 mmol) of 2-thienylacetic acid and 961 mg (8.35 mmol) of N-hydroxysuccinimide in 65 ml of methylene chloride, 1.48 g (7.70 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, 1.08 g (6.42 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: methanol/ethyl acetate=1:10) to obtain powder. The powder thus obtained was washed with ether and dried to obtain 1.62 g of the desired compound Lyield: 86.3%, pale yellow powder).

1. temperaturecooling
2. stirringThe mixture was stirred at room temperature for 1 hour
3. stirringthe mixture was stirred at room temperature for 2 hours
4. washThe reaction mixture was washed with water
5. customdried
6. distillationthe solvent was distilled off
7. customThe residue was purified by column chromatography (eluent: methanol/ethyl acetate=1:10)
8. customto obtain powder
9. customThe powder thus obtained
10. washwas washed with ether
11. customdried

ORD-Eintrag

ord-1e860fd9a7364d6a91a5b65f8afc24f0

Quelldatensatz

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05246948