Formaldehyde → HCID 178482827, compound

Participants

Reaction Steps

240 mg of methylamine hydrochloride was dissolved in a 0.27 ml of 37% (w/w) aqueous formalin solution. Thereto was added, at room temperature, 2.5 ml of a tetrahydrofuran solution containing 500 mg of N-[2-[(2-furyl)methylthio]ethyl]-N'-[2-hydroxy-2(4-hydroxyphenyl)ethyl]-N"-methanesulfonylguanidine. The mixture was stirred at the same temperature for 5 hours. The reaction mixture was introduced into 30 ml of water. The resulting mixture was adjusted to pH 9.5 with a 1N aqueous sodium hydroxide solution and extracted with two 50-ml portions of a 1:1 mixture of ethyl acetate and tetrahydrofuran. The extracts were combined and dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure. The residue thus obtained was purified by a column chromatography (eluant:chloroform:methanol:aqueous ammonia solution=85:15:1) to obtain 220 mg (yield: 40%) of N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-N'-methanesulfonyl-N"-[2-[[5-(methylamino)methyl-2-furyl]methylthio]ethyl]guanidine.

Provenance & Evidence