Pyrimido-1,4-diazepine誘導体の合成(第1報) : 5,6-Diamino-1,3-dimethyluracilとβ-ケトカルボン酸エステルとの反応

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Two new pyrimido-1,4-diazepine derivatives, 4-phenyl-6,8-dimethyl-1H-pyrimido-[4,5-b] [1,4] diazepine-2,7,9 (3H, 6H, 8H) trione (VIII) and 2-phenyl-6,8-dimethyl-3H-pyrimido [4,5-b] [1,4] diazepine-4,7,9 (5H, 6H, 8H) trione (X), were synthesized. 5,6-Diamino-1,3-dimethyluracil (I) was condensed with ethyl acetoacetate under elimination of ethanol by heating in xylene, to give N-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidyl)-3-phenyl-3-oxopropionamide (VI). When the two components were heated in butanol, I gave ethyl 3-phenyl-3-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidylamino) acrylate (IX) under elimination of water. Heating of VI at 230-240°for a few minutes under a reduced pressure gave VIII in a poor yield (17%), while heating of IX in ethanol with sodium ethoxide on a water bath for a few minutes gave X in a good yield (74%).
公益社団法人日本薬学会の論文
1976-12-25