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Facile Synthesis of 6-Aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones

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1999

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Taghavi-Moghadam, Shahriyar
Stumpf, Rüdiger

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http://nbn-resolving.de/urn:nbn:de:bsz:352-230438
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https://doi.org/10.1135/cccc19990313
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Collection of Czechoslovak Chemical Communications. 1999, 64(2), pp. 313-320. ISSN 0010-0765. eISSN 1212-6950. Available under: doi: 10.1135/cccc19990313

Zusammenfassung

A facile procedure for the preparation of 6-aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine2,4(1H,3H)-diones 8, 9 from 6-amino-5-arylideneamino-1,3-dimethyluracils 1, 2 and triethyl orthoacetate (3) in a two-step reaction via 6-aryl-8-ethoxy-6,7-dihydro-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones 6, 7 is described. Condensation of 1 with diethoxymethyl acetate (10) resulted in the formation of (1,3-dimethyl-2,6-(1H,3H)-dioxopurin-7-yl)(phenyl)methyl acetate (11) and a small amount of 1,3-dimethyl-6-phenylpyrazino[2,3-d]pyrimidine-2,4(1H,3H)-dione (12). The structures of 6 and 11 were unambiguously confirmed by single-crystal X-ray diffraction analysis.

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540 Chemie

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ISO 690TAGHAVI-MOGHADAM, Shahriyar, Rüdiger STUMPF, Helmut FISCHER, Wolfgang PFLEIDERER, 1999. Facile Synthesis of 6-Aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones. In: Collection of Czechoslovak Chemical Communications. 1999, 64(2), pp. 313-320. ISSN 0010-0765. eISSN 1212-6950. Available under: doi: 10.1135/cccc19990313
BibTex
@article{TaghaviMoghadam1999Facil-23043,
  year={1999},
  doi={10.1135/cccc19990313},
  title={Facile Synthesis of 6-Aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones},
  number={2},
  volume={64},
  issn={0010-0765},
  journal={Collection of Czechoslovak Chemical Communications},
  pages={313--320},
  author={Taghavi-Moghadam, Shahriyar and Stumpf, Rüdiger and Fischer, Helmut and Pfleiderer, Wolfgang}
}
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