Methyl iodide → 1-(6-Chloro-3-pyridylmethyl)-1,3,3-trimethyl-2-nitroguanidine

Participants

Reaction Steps

To a mixture of 0.24g of 1-(6-chloro-3-pyridylmethyl)-3,3-dimethyl-2-nitroguanidine (Compound No. 6) and 6ml of dry tetrahydrofuran (THF) was added 0.045g of 60% sodium hydride (in mineral oil) at room temperature, followed by stirring for 30 minutes. A solution of 0.16g of iodomethane in lml of THF was added to the reaction mixture and allowed to react for 3 days. After adding 0.lml of acetic acid, the mixture was filtered to remove insoluble materials and the filtrate was concentrated. The residue was purified by a column chromatography [developing solvent: dichloromethanemethanol (20:1)] to obtain 0.17g of 1-(6-chloro-3-pyridylmethyl)-1,3,3-trimethyl-2-nitroguanidine (Compound No. 14) as a white solid.

Provenance & Evidence