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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2107348Erstellt: 25. Oktober 2026

Water → 4-Chloro-2-fluoro-5-propargylthioaniline

https://huagongshe.com/reaction/2107348

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-Chloro-1-propyneHCID 12221—
EduktSodium HydroxideHCID 14798—
EduktBenzenethiol, 5-amino-2-chloro-4-fluoro-HCID 11019406—
KatalysatorBenzyltributylammonium chlorideHCID 159952—
LösungsmittelDiethyl EtherHCID 3283—
Produkt4-Chloro-2-fluoro-5-propargylthioanilineHCID 1348895331,9%

Reaktionsschritte

To a mixture of 5-amino-2-chloro-4-fluorothiophenol (8.4 g), sodium hydroxide (3 g), water (80 ml), diethyl ether (40 ml) and tributylbenzylammonium chloride (0.1 g), propargyl chloride (5.2 g) was dropwise added at room temperature (ca. 20° to 25° C.), and the resultant mixture was stirred at the same temperature for 3 hours. The water layer was separated and extracted with ether. The ether extract was combined with the ether layer, washed with water, dried and concentrated under reduced pressure. The residue was crystallized from methanol to give 3.25 g of 4-chloro-2-fluoro-5-propargylthioaniline. M.P., 58°-59.5° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04933480
Quelldatensatzuspto-grants-1990_06
ORD IDord-d883830b8db745099a552bd4d1283f0d
Quellennotizuspto-grants-1990_06