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Communication | Special issue | Vol 15, No. 2, 1981, pp.679-683
Published online, 1st January, 1970
DOI: 10.3987/S-1981-02-0679
A New Synthesis of Pyrimido[4,5-b]quinoline-2,4-(1H,3H)-diones by Reaction of 6-Arylamino-1,3-dimethyluracils with Carbon Disufide

Yoshinori Tominaga, Hiroto Okuda, Mutushi Tochiki, Yoshiro Matsuda, and Goro Kobayashi*

*Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

Reaction of 6-arylaminouracils (I) with carbon disulfide in the presence of sodium hydroxide and subsequent methylation with dimethyl sulfate gave the corresponding 1,3-dimethyl-5-methylthiopyrimido[4,5-b]quinoline-2,4(1H,3H)-diones (II). Raney-nickel desulfurization of II afforded the corresponding 1,3-dimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)-diones (1,3-dimethyl-5-deazaalloxazines) (VII) in good yields.