Cyclocondensation reactions of heterocyclic carbonyl compounds XII. The double course of cyclization of 3-(2-aminobenzyl)-1,2-dihydro-quinoxaline-2-one
✍ Scribed by Iveta Fryšová; Jan Slouka; Jan Hlaváč; Antonńan Lyčka
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2006
- Tongue
- English
- Weight
- 243 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
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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.
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## 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 carbony
were synthesized by reactions o? methyl 2-bromo-2-phmylethanorrte 1 with oFthosubstituted arylaminea 2a -2c. Subsequent reductive alkylationofthe lactams with aodium hydride and-iodobthane afforded only the N-alkylated quinoxalinone 4a and benzothiazinone 4b. Lithium aluminium hydride reduction of t