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Cyclocondensation reaction of heterocyclic carbonyl compounds . The direction of competitive cyclocondensation between carbonyl groups of 6-azauracile and 1,2-dihydro-quinoxalin-2-one cycles

✍ Scribed by Roman Buchtík; Jan Hlaváč; Jan Slouka; Petr Fryčák

Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
117 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

In the article the study of cyclocondensation of 3‐[2‐amino‐3‐(3,5‐dioxo‐2,3,4,5‐tetrahydro[1,2,4]‐triazme‐6‐yl)phenyl]‐2,3‐dihydro‐quinoxalin‐2‐one 5 is described and it was found, that the reaction does not proceed by both possible directions, but only cyclization with the carbonyl group of 6‐azauracile cycle proceeds. The 6‐(3‐oxo‐3,4‐dihydro‐quinoxaline‐2‐yl)‐4__H__‐2,3‐dihydro[1,2,4]triazino[5,6‐b]indol‐3‐one 6 was formed in this way. This course of cyclocondensation was confirmed by the fact, that the product 6, mentioned above, is quite different from isomeric compound 7, prepared unambiguously by condensation of 7‐(6‐azauracile‐5‐yl)isatine 8 with o‐phenylenediamine.

📜 SIMILAR VOLUMES

Cyclocondensation reactions of heterocyc
Cyclocondensation reactions of heterocyclic carbonyl compounds XII. The double course of cyclization of 3-(2-aminobenzyl)-1,2-dihydro-quinoxaline-2-one
✍ Iveta Fryšová; Jan Slouka; Jan Hlaváč; Antonńan Lyčka 📂 Article 📅 2006 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 243 KB

## Abstract magnified image The cyclocondensation reaction of compound **1** in boiling hydrochloric acid had an unexpected course. Instead of supposed 5,11‐dihydro‐quinoxalino[2,3‐__b__]quinoline **6a**, 2‐(indol‐2‐yl)‐benzimidazole **4** was isolated as the major product.

Cyclocondensation reactions of heterocyc
Cyclocondensation reactions of heterocyclic carbonyl compounds.. Synthesis of 2,6-bis(6-azauracil-5-yl)aniline and its use for synthesis of some other polynuclear 1,2,4-triazines
✍ Jan Hlaváč; Jan Slouka 📂 Article 📅 1997 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 233 KB

## Abstract 5‐(2‐Aminophenyl)‐6‐azauracil 1 was converted to 7‐(6‐azauracil‐5‐yl)isatin 3, semicarbazone 4 of which was recyclized to 2,6‐bis(6‐azauracil‐5‐yl)aniline 5. This one served as a starting compound for preparation of other noncondensed two nuclear heterocycles 7, 9, 10 and condensed 1,2,