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

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Reaction Steps

O-methyl-N-nitroisourea (2.0 g, 0.0168 mol) was added to water (40 ml) dissolving calcium chloride dihydrate (8.0 g). Then, 36% hydrochloric acid (1.5 ml, 0.0176 mol, 1.05 equivalents) was added, and 5-(aminomethyl)-2-chlorothiazole (2.5 g, 0.0168 mol, 1.00 equivalent) was added at 24° C. The mixture was adjusted to pH 7 with 30% aqueous sodium hydroxide solution. After 19 hours of stirring at room temperature, the resulting crystals were collected by filtration to provide 2.48 g (59.1% yield) of O-methyl-N-(2-chloro-5-thiazolylmethyl)-N'-nitroisourea.

Provenance & Evidence