Réaction #55837

Équation de réaction

3-bromomethylisothiazole

ethylenediamine

N-(3-isothiazolylmethyl)ethylenediamine

methyl isothiocyanate

→

N-methyl-N'-[2-(3-isothiazolylmethylamino)ethyl]thiourea

Conditions de réaction

Mode opératoire

Reaction of 3-bromomethylisothiazole with ethylenediamine by the procedure of Example 34 and reaction of the resulting N-(3-isothiazolylmethyl)ethylenediamine with methyl isothiocyanate by the procedure of Example 3(b) and then chromatographing gives N-methyl-N'-[2-(3-isothiazolylmethylamino)ethyl]thiourea. This intermediate is reacted with lead cyanamide by the procedure of Example 3(b) to give N-cyano-N'-[2-(3-isothiazolylmethylamino)ethyl]-N"-methylguanidine. Hydrolysis of the last prepared compound by the procedure of Example 3(e) gives N-[2-(3-isothiazolylmethylamino)ethyl]-N'-methylguanidine dihydrochloride.

Source