1-Iodopropane → HCID 19016752, compound

Participants

Reaction Steps

Sodium (0.253 g, 11 mmol) was dissolved in anhydrous methanol (150 mL) with ice-bath cooling. The ice-bath was removed after all the sodium had reacted and diethyl 2-mercapto-4,5-imidazoledicarboxylate prepared in accord with the second paragraph of Example XI (2.44 g, 10 mmol) was added. The appropriate n-propyl iodide (11 mmol) was added and the reaction mixture was stirred at ambient temperature under a nitrogen atmosphere for 1 hour. A second aliquot of n-propyliodide (3.52 mmol) was added and the solution was stirred for an additional 3 hours. The reaction mixture was concentrated to dryness in vacuo. The residue was partitioned between dichloromethane-water (5:1). The organic layer was separated, dried (sodium sulfate), filtered and concentrated to dryness in vacuo to give the captioned product as an oil.

Provenance & Evidence