Picolyl chloride hydrochloride → HCID 15293951, compound

Participants

Reaction Steps

A 2-picolyl chloride solution in chloroform was prepared by basifying 3 mL of an aqueous solution of 1.03 g (6.3 mmol) of 2-picolyl chloride hydrochloride to pH>14 and extracting into chloroform. To a stirred chloroform solution of 2.03 g (11.8 mmol) of 1,4,7,10-tetraazacyclododecane was added 10 mL of the prepared 2-picolyl chloride solution in chloroform in one portion. After stirring at temperature for 30 min, the reaction mixture was concentrated in vacuo to give a residue which was chromatographed on sffica gel (column, 2.5×20 cm), eluting with CHCl3 :CH3OH: NH4OH (10:4:1), Rf =0.29 on SiO2 plate. After concentration of eluent, the monoalkylated product was isolated a as thick pale yellow liquid, which upon standing solidified to give 1.17 g of an off-white powder (72%, based on 2-picolyl chloride), and further characterized by:

Provenance & Evidence