Reaktion #6256

Reaktionsgleichung

methylamine methanol

4-phthalimidomethylthiopyridine

methylamine methanol

→

desired compound

Ausbeute 35.1%

4-[(2-methylcarbamoylbenzoyl)aminomethylthio]pyridine

Ausbeute 35.1%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 3 hours
2. 2
   workup.DISTILLATIONThe solvent was distilled off
3. 3
   Sonstigethe residue was purified by column chromatography (eluent: ethanol/ethyl acetate =1:10)
4. 4
   Sonstigethe resulting crude product-was crystallized from methylene chloride-diethylether

Vorschrift

To a solution of 6.76 g (25.0 mmol) of 4-phthalimidomethylthiopyridine in 100 ml of chloroform, 5 ml of 40% methylamine-methanol solution was added, and the mixture was stirred at room temperature for 3 hours. Additional 5 ml of 40% methylamine-methanol solution was added, and the mixture was stirred at room temperature for 3 hours. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethanol/ethyl acetate =1:10), and the resulting crude product-was crystallized from methylene chloride-diethylether to give 2.645 g of the desired compound (35.1% yield, yellow crystals), mp. 118°-121° C.

Quelle