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1 Polish Journal of Chemistry

1 2009

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A Convenient Synthesis of 1-(omega-Aminoalkyl)-5-nitro-1H-pyrimidine-2,4-diones

Węgrzynek E., Walczak K.

Polish Journal of Chemistry

2009

Vol. 83, nr 1

57-64

Several monoacylated alkylene diamines have been obtained in the reaction of appropriate amine with methyl phenylacetate or ethyl formate. The monoprotected diamines were used as alkylating agents in reactions with 1-(2,4-dinitrophenyl)-5-nitrouracil. The series of hitherto unknown 1-(w-aminoalkyl)-5-nitrouracil derivatives have been obtained as a result of the uracil ring transformation. The best yield of 1-(omega-aminoalkyl)- 5-nitro - uracils was obtained when N-Boc protected alkylene diamines were applied in this reaction. The N-Boc protecting group was cleaved using diluted trifluoroacetic acid, and the liberated amines were subjected to reaction with phthalic anhydride and naphthalene 1,8-dicarboxylic anhydride.