Réaction #55148

Équation de réaction

4-hydroxymethyl-3-methylisothiazole

cysteamine hydrochloride

hydrobromic acid

→

3-methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide

Conditions de réaction

Mode opératoire

Reacting 4-hydroxymethyl-3-methylisothiazole (3.0 g.) with cysteamine hydrochloride (2.8 g.) in 48% aqueous hydrobromic acid (50 ml.) by the procedure of Example 1 gives 3-methyl-4-[(2-aminoethyl)thiomethyl]isothiazole hydrobromide. The base is obtained by basifying with aqueous potassium carbonate, extracting with chloroform, drying the extracts over magnesium sulphate and concentrating. Reacting the amine (5.0 g.) with methyl isothiocyanate (1.94 g.) in ethanol (25 ml.) under reflux for 30 minutes and purifying the product on a column of alumina with benzene as eluant gives N-methyl-N'-[2-(3-methyl-4-isothiazolylmethylthio)ethyl]thiourea. (Found: C, 40.8; H, 5.9; N, 16.1; S, 36.4. C9H15N3S3 requires: C, 41.3; H, 5.8; N, 16.1; S, 36.8).

Source