Reaction #55393

Reaction equation

4-hydroxymethyl-3-methylisothiazole

cysteamine hydrochloride

hydrobromic acid

→

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

Conditions

Procedure

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 42(ii) 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. Using the amine (5.0 g) as the starting material in the procedure of Example 72(ii) yields the title compound.

Source