Mechanism of the nucleophilic substitution of hydrogen in azines iii. Intermediates in the aminoarylation of 2-quinoxalone

Mechanism of the nucleophilic substitution of hydrogen in azines III. Intermediates in the aminoarylation of 2-quinoxalone / O. N. Chupakhin, E. O. Sidorov, A. L. Kozerchuk,Y. I. Beilis // Chemistry of Heterocyclic Compounds. – 1977. – Vol. 13, № 15. – P. 557-561.

Документ доступен в ЦНБ УрО РАН: 

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Год: 

1977

Связанные персоналии: 

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Рубрики: 

  • Химические науки

Вид издания: 

  • статья из журнала

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Аннотация

Аннотация

The intermediates in the replacement of hydrogen in 2-quinoxalone by arylamines were recorded by PMR spectroscopy. The synthesized model compounds - 3,4-dihydro-3-R-quinoxal-2-ones - are spectrally identical to the observed intermediates. Under the reaction conditions they undergo reversible decomposition to the starting compounds and are oxidized to give the reaction products. 6-Nitro-2-quinoxalone forms stable addition products in the reaction with arylamines. The polarographic oxidation of 3,4-dihydro-3-R-quinoxal-2-ones and the model compounds shows that primarily the dihydro fragment of the molecule is oxidized.