Reactions of Uracils, Some Aspects of the Chemistry of Pyrido[2,3‐d]pyrimidines. A Novel s‐Triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine

Péter Mátyus, Pál Sohár, Heinrich Wamhoff

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6 Citations (Scopus)

Abstract

The novel 7‐hydrazino‐1,3‐dimethylpyrido[2,3‐d]pyrimidine‐2,4(1H,3H)‐dione (2) gives the hydrazine derivatives 3, 5, 6, 8, and 10. The s‐triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine 4 is prepared from 3, while the attempted cyclizations of 5, 6, and 8 failed. Two pyrido[2,3‐d]pyrimidines substituted in position 6 are prepared, 13a from 11 and benzoylacetonitrile, 16 by photo‐Fries rearrangement of 15. In CDCl3 solution and in solid phase predominates the tautomeric OH form 161.

Original languageEnglish
Pages (from-to)1653-1661
Number of pages9
JournalLiebigs Annalen der Chemie
Volume1984
Issue number10
DOIs
Publication statusPublished - 1984

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hydrazine
Pyrimidines
Uracil
Cyclization
pyrimidine

ASJC Scopus subject areas

  • Medicine(all)

Cite this

@article{c3e2516b2ffb4b3e97517c20109fe198,
title = "Reactions of Uracils, Some Aspects of the Chemistry of Pyrido[2,3‐d]pyrimidines. A Novel s‐Triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine",
abstract = "The novel 7‐hydrazino‐1,3‐dimethylpyrido[2,3‐d]pyrimidine‐2,4(1H,3H)‐dione (2) gives the hydrazine derivatives 3, 5, 6, 8, and 10. The s‐triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine 4 is prepared from 3, while the attempted cyclizations of 5, 6, and 8 failed. Two pyrido[2,3‐d]pyrimidines substituted in position 6 are prepared, 13a from 11 and benzoylacetonitrile, 16 by photo‐Fries rearrangement of 15. In CDCl3 solution and in solid phase predominates the tautomeric OH form 161.",
author = "P{\'e}ter M{\'a}tyus and P{\'a}l Soh{\'a}r and Heinrich Wamhoff",
year = "1984",
doi = "10.1002/jlac.198419841005",
language = "English",
volume = "1984",
pages = "1653--1661",
journal = "LIEBIGS ANN. CHEM.",
issn = "1434-193X",
publisher = "Wiley-VCH Verlag",
number = "10",

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TY - JOUR

T1 - Reactions of Uracils, Some Aspects of the Chemistry of Pyrido[2,3‐d]pyrimidines. A Novel s‐Triazolo[4′,3′

T2 - 1,6]pyrido[2,3‐d]pyrimidine

AU - Mátyus, Péter

AU - Sohár, Pál

AU - Wamhoff, Heinrich

PY - 1984

Y1 - 1984

N2 - The novel 7‐hydrazino‐1,3‐dimethylpyrido[2,3‐d]pyrimidine‐2,4(1H,3H)‐dione (2) gives the hydrazine derivatives 3, 5, 6, 8, and 10. The s‐triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine 4 is prepared from 3, while the attempted cyclizations of 5, 6, and 8 failed. Two pyrido[2,3‐d]pyrimidines substituted in position 6 are prepared, 13a from 11 and benzoylacetonitrile, 16 by photo‐Fries rearrangement of 15. In CDCl3 solution and in solid phase predominates the tautomeric OH form 161.

AB - The novel 7‐hydrazino‐1,3‐dimethylpyrido[2,3‐d]pyrimidine‐2,4(1H,3H)‐dione (2) gives the hydrazine derivatives 3, 5, 6, 8, and 10. The s‐triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine 4 is prepared from 3, while the attempted cyclizations of 5, 6, and 8 failed. Two pyrido[2,3‐d]pyrimidines substituted in position 6 are prepared, 13a from 11 and benzoylacetonitrile, 16 by photo‐Fries rearrangement of 15. In CDCl3 solution and in solid phase predominates the tautomeric OH form 161.

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