2-Sulfanilamido-5-methylthio-pyrimidin und 2-Sulfanilamido-5-methylsulfonyl-pyrimidin

1434-4475

Springer Online Journal Archives 1860-2000

Chemistry and Pharmacology

Abstract 2-Amino-4-hydroxy-5-methylthiopyrimidine, obtained from guanidine and methyl formylmethylthioacetate, was first converted to the 4-chloro derivative and then to 2-amino-5-methylthiopyrimidine. The latter reaction step in this series of compounds was advantageously carried out by alkali treatment of the triphenylphosphonium salt prepared from the 4-chloro derivative. In subsequent steps, 2-sulfanilamido-5-methylthiopyrimidine and its oxidation product, 2-sulfanilamido-5-methylsulfonylpyrimidine, were prepared.

Zusammenfassung 2-Amino-4-hydroxy-5-methylthio-pyrimidin, gewonnen aus Formylmethylthioesigsäuremethylester und Guanidin, wird über die 4-Chlorverbindung in das 2-Amino-5-methylthio-pyrimidin umgewandelt. Für diese Reaktion bewährt sich, als neue Methode in dieser Reihe, besonders die Alkalibehandlung des aus der Chlorverbindung erhaltenen Triphenylphosphoniumsalzes. Aus dem 2-Amino-5-methylthio-pyrimidin wird das 2-Sulfanilamido-5-methylthio-pyrimidin und dessen Oxydationsprodukt, das 2-Sulfanilamido-5-methylsulfonyl-pyrimidin, gewonnen.

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