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Ethyl 5-(ethoxymethyleneamino)orotate

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  • Chemical Name:Ethyl 5-(ethoxymethyleneamino)orotate
  • CAS No.:108262-65-3
  • Molecular Formula:C10H13N3O5
  • Molecular Weight:255.23
  • Hs Code.:
Ethyl 5-(ethoxymethyleneamino)orotate

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Synthesis of some 7-substituted-2,4,8(1H,3H,7H)pyrimido[5,4-d]pyrimidinetriones

10.1002/jhet.5570230531

The study, titled "Synthesis of Some 7-Substituted-2,4,8(1H,3H,7H)pyrimido[5,4-d]pyrimidinetriones," focused on synthesizing 7-substituted pyrimido[5,4-d]pyrimidinetriones under mild conditions, using ethyl 5-ethoxymethyleneamino-orotate as a key starting material. This compound was derived from ethyl 5-aminoorotate, which was obtained by reducing ethyl 5-nitroorotate with sodium dithionite. The ethyl 5-ethoxymethyleneamino-orotate was then cyclized with various primary amines to introduce a range of substituents into the 7-position of the pyrimido[5,4-d]pyrimidinetrione ring system. The synthesized compounds were characterized by their structures, reaction yields, and analytical data, including elemental analysis and NMR spectroscopy. The study also described the methylation of the 7-benzyl derivative to produce 1,3-dimethyl and 1,3,7-trimethyl derivatives using trimethyl phosphate. The synthesized compounds are of interest as deaza-analogs of naturally occurring antibiotics, as "homopurines" related to xanthine and uric acid, and as intermediates in the synthesis of folate analogs.

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