Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 478178Erstellt: 23. Oktober 2026

Methyl iodide → 5-Acetyl-2-methylsulfanyl-4-(4-methyl-phenyl)-thiophene-3-carbonitrile

https://huagongshe.com/de/reaction/478178

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktCarbon DisulfideHCID 6348—
EduktChloroacetoneHCID 6571—
EduktPotassium CarbonateHCID 11430—
Edukt3-(4-Methylphenyl)-3-oxopropanenitrileHCID 522513—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Acetyl-2-methylsulfanyl-4-(4-methyl-phenyl)-thiophene-3-carbonitrileHCID 22019029—

Reaktionsschritte

3-(4-Methyl-phenyl)-3-oxo-propionitrile (5 mmol) was added to a suspension of K2CO3 (3 equivalents, 15 mmol) in DMF (4.5 mL) and allowed to stir at room temperature. After 10 minutes, CS2 (1.25 equivalents, 7.5 mmol) was added in one portion and the resulting mixture stirred at room temperature for an additional 10 minutes. A solution of 1-chloro-propan-2-one (1.0 equivalent, 5 mmol) in DMF (5 mL) was added. After 1 hour, a solution of MeI (1.1 equivalents, 5.5 mmol) in DMF (2 mL) was added in a dropwise fashion. After 30 minutes, the mixture was poured onto water and the resulting mixture was stirred vigorously for 12-16 hours to afford a suspension of the desired product. The crude product was isolated by filtration.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06642227B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-44f98405d5d643d3857ebadae006d0e6
Quellennotizuspto-grants-2003_11