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Reactions of 5-phenyl-1,2,4-triazin-3-one with indoles and ortho-phenylenediamine

Hans Neunhoeffer 1
Hans Neunhoeffer
, 
Yurii Alexeevich Azev 2
Yurii Alexeevich Azev
, 
Sergei Gennad'evich Alexeev 3
Sergei Gennad'evich Alexeev
2 Ural Scientific Research Institute of Technology of Medical Preparations, Ekaterinburg, Russian Federation
10.1070/MC1996v006n03ABEH000606
Published 1996-06-30
Communication , Volume 6, Issue 3, 115-116
2
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Neunhoeffer H., Azev Y. A., Alexeev S. G. Reactions of 5-phenyl-1,2,4-triazin-3-one with indoles and ortho-phenylenediamine // Mendeleev Communications. 1996. Vol. 6. No. 3. pp. 115-116.
GOST all authors (up to 50) Copy
Neunhoeffer H., Azev Y. A., Alexeev S. G. Reactions of 5-phenyl-1,2,4-triazin-3-one with indoles and ortho-phenylenediamine // Mendeleev Communications. 1996. Vol. 6. No. 3. pp. 115-116.
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TY - JOUR
DO - 10.1070/MC1996v006n03ABEH000606
UR - https://mendcomm.colab.ws/publications/10.1070/MC1996v006n03ABEH000606
TI - Reactions of 5-phenyl-1,2,4-triazin-3-one with indoles and ortho-phenylenediamine
T2 - Mendeleev Communications
AU - Neunhoeffer, Hans
AU - Azev, Yurii Alexeevich
AU - Alexeev, Sergei Gennad'evich
PY - 1996
DA - 1996/06/30
PB - Mendeleev Communications
SP - 115-116
IS - 3
VL - 6
ER -
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@article{1996_Neunhoeffer,
author = {Hans Neunhoeffer and Yurii Alexeevich Azev and Sergei Gennad'evich Alexeev},
title = {Reactions of 5-phenyl-1,2,4-triazin-3-one with indoles and ortho-phenylenediamine},
journal = {Mendeleev Communications},
year = {1996},
volume = {6},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1996v006n03ABEH000606},
number = {3},
pages = {115--116},
doi = {10.1070/MC1996v006n03ABEH000606}
}
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Neunhoeffer, Hans, et al. “Reactions of 5-phenyl-1,2,4-triazin-3-one with indoles and ortho-phenylenediamine.” Mendeleev Communications, vol. 6, no. 3, Jun. 1996, pp. 115-116. https://mendcomm.colab.ws/publications/10.1070/MC1996v006n03ABEH000606.

Abstract

5-(Indol-3-yl)-5-phenyl-3-oxo-2,3,4,5-tetrahydro-l,2,4-triazines 3a,b have been obtained upon treatment of 5-phenyl-l,2,4-triazin-3(2H)-one 1 with indoles 2a,b; the starting material 1 was regenerated when 3a was treated with bromine in acetic acid, and the reaction of 1 with ortho-phenylenediamine 4 in the presence of HCl yielded 2-phenylquinoxaline 6.

References

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10.1070/MC1996v006n03ABEH000606_bib1
Neunhoeffer
The Chemistry of 1,2,3-Triazines and 1,2,4-Triazines, Tetrazines and Pentazines, 1978
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Behavior of Monocyclic 1,2,4-Triazines in Reactions with C-, N-, O-, and S-Nucleophiles
Charushin V.N., Alexeev S.G., Chupahkin O.N., Van Der Plas H.C.
Advances in Heterocyclic Chemistry, 1989
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Rasmussen A., Rise F., Undheim K., Moore W.M., Ross S.D., Wigilius B.
Acta Chemica Scandinavica, 1985
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10.1070/MC1996v006n03ABEH000606_bib4
Alexeev
Khim. Geterotsikl. Soedin., 1987
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Zur Synthese der Phenyl‐chinoxaline
Fischer O., Römer F.
Berichte der deutschen chemischen Gesellschaft, 1908