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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2263343Erstellt: 25. Oktober 2026

Trichloromethanethiol → 5-Chloro-3-(propan-2-yl)-1,2,4-thiadiazole

https://huagongshe.com/reaction/2263343

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrichloromethanethiolHCID 6390—
EduktSodium HydroxideHCID 14798—
Edukt2-Methylpropanimidamide hydrochlorideHCID 2782053—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-Chloro-3-(propan-2-yl)-1,2,4-thiadiazoleHCID 1287468346,2%

Reaktionsschritte

To a solution of 2-methylpropanimidamide hydrochloride (2.00 g, 16.3 mmol) and perchloromethyl mercaptan (1.75 ml, 16.3 mmol) in dichloromethane (40 ml) was added dropwise a solution of sodium hydroxide (3.26 g, 81.5 mmol) in water (6 ml) under ice-cooling. Then, the reaction mixture was stirred under ice-cooling for 1 hour and at room temperature for 1 hour. The organic layer was separated, washed with water, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to give 1.22 g (46.2%) of the desired product as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07851473B2
Quelldatensatzuspto-grants-2010_12
ORD IDord-9b8d7358433f465bbecebb848273a14c
Quellennotizuspto-grants-2010_12