Hydrochloric Acid → HCID 178478805, compound

Participants

Reaction Steps

A mixture of 12.0 g (53 mmol) of 2-azido-1-(2-guanidino-4-thiazolyl)ethanone, 1.0 g of 10% palladium on carbon, 100 ml of ethanol, 50 ml of water, and 20 ml of concentrated hydrochloric acid was hydrogenated at 3 atm. and room temperature for 1 hour. At this point another 50 ml of water and 300 mg of 10% palladium on carbon was added to the mixture and hydrogenation was continued at 3 atm for another 0.75 hour. The mixture was diluted with 200 ml of water, filtered to remove the catalyst, and the filtrate concentrated leaving 13.1 g (92%) of 2-amino-1-(2-guanidino-4-thiazolyl)ethanone dihydrochloride as a white powder mp>270°. nmr (DMSO-d6) (δ): 8.58 (b, 4H) 8.44 (s, 1H); 4.58 (b, 4H).

Provenance & Evidence