Hydrochloric Acid → O-methyl-N-(2-chloro-5-thiazolylmethyl)-N'-nitroisourea

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Reaction Steps

To an aqueous solution (40 ml) of sodium chloride (7.9 g, 0.13 mol) were added O-methyl-N-nitroisourea (2.3 g, 19.3 mmol), concentrated hydrochloric acid (1.49 ml, 16.8 mmol) and 5-(aminomethyl)-2-chlorothiazole (2.5 g, 16.8 mmol). The mixture was adjusted to pH 7.0 with 30% aqueous sodium hydroxide solution, and stirred at room temperature for 3 days. The resulting white crystals were collected by filtration under reduced pressure, and washed with water. The washed crystals were dried under reduced pressure (80° C., 2 hours) to provide 3.23 g (76.6% yield) of O-methyl-N-(2-chloro-5-thiazolylmethyl)-N'-nitroisourea.

Provenance & Evidence