Abstract
The properties of the alicyclic portion of a new fused heterocyclic compound, 7-methyl-4H-pyrimido [4, 5-d]-m-thiazin-2(1H)-one (I) was examined. Application of lithium aluminum hydride results in the reduction of carbonyl to methylene and not cleavage of the ring. Oxidation with hydrogen peroxide in glacial acetic acid results in the formation of 2-methyl-4-amino-5-pyrimidinylmethanesulfonic acid (XII) and not pyrimidine N-oxide. Heating with alkali hydroxide effects decarboxylation to form 2-methyl-4-amino-5-pyrimidinylmethanethiol hydrochloride (XV).The previously reported disulfide compound (III) and the isothiuronium hydrogen carbonate (IV) also form sulfonic acid compound (XII) on oxidation with hydrogen peroxide in glacial acetic acid, while the thioether compound (VI) is oxidized first to a sulfone (VII) and then the pyrimidine ring is cleaved to form acetylurea.
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