Methylamine → HCID 178485071, compound

Participants

Reaction Steps

Pure 3-chloromethyl-5-guanidino-1,2,4-thiadiazole (150 g.) was stirred in ethanol (600 ml.) at 10° and 2-aminoethanethiol hydrochloride (93 g.) added. 18 N NaOH (92 ml.) diluted with water (300 ml.) was then added over 30 minutes at 10°-15°. After 90 minutes further water (600 ml.) was added and the solution was stirred for a further 30 minutes before dimethyl (N-cyanoimido)carbonate (107 g.) was added. The resulting solution was stirred for 60 minutes and then aqueous methylamine (40% w/w, 660 ml.) was added. The mixture was stirred for 18 hours and the product removed by filtration and washed with ethanol/water (1:1 v/v, 2×250 ml.) (164 g., 67%). Crystallisation from ethanol/water 3:1 v/v gave 3-[2-(2-cyano-3-methylguanidino)ethylthiomethyl]-5-guanidino-1,2,4-thiadiazole.

Provenance & Evidence