Cl.[NH2:2][CH2:3][C:4]1[S:8][C:7]([SH:9])=[N:6][N:5]=1.[C:10]([O:14][C:15](N=[N+]=[N-])=[O:16])([CH3:13])([CH3:12])[CH3:11]>O.O1CCOCC1.C(N(CC)CC)C>[C:10]([O:14][C:15]([NH:2][CH2:3][C:4]1[S:8][C:7]([SH:9])=[N:6][N:5]=1)=[O:16])([CH3:13])([CH3:12])[CH3:11]To a mixture of 5-aminomethyl-1,3,4-thiadiazole-2-thiol hydrochloride (5.5 g) in water (50 ml), dioxane (50 ml) and triethylamine (15 ml) was added t-butoxycarbonyl azide (5.6 g) and the mixture was stirred for 24 hours at 40° to 45° C. After the reaction was over, the dioxane was distilled off under reduced pressure. The residue was adjusted to pH2 with 10% hydrochloric acid and extracted twice with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and then dried over magnesium sulfate and then evaporated to dryness to give 5-t-butoxycarbonylaminomethyl-1,3,4-thiadiazole-2-thiol (4.83 g). m.p. 144° to 146° C.
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