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<article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns:ali="http://www.niso.org/schemas/ali/1.0/" article-type="research-article" dtd-version="1.2" xml:lang="en"><front><journal-meta><journal-id journal-id-type="publisher-id">Russian Journal of General Chemistry</journal-id><journal-title-group><journal-title xml:lang="en">Russian Journal of General Chemistry</journal-title><trans-title-group xml:lang="ru"><trans-title>Журнал общей химии</trans-title></trans-title-group></journal-title-group><issn publication-format="print">0044-460X</issn><issn publication-format="electronic">3034-5596</issn><publisher><publisher-name xml:lang="en">The Russian Academy of Sciences</publisher-name></publisher></journal-meta><article-meta><article-id pub-id-type="publisher-id">666949</article-id><article-id pub-id-type="doi">10.31857/S0044460X23060045</article-id><article-id pub-id-type="edn">FKKIWI</article-id><article-categories><subj-group subj-group-type="toc-heading" xml:lang="en"><subject>Articles</subject></subj-group><subj-group subj-group-type="toc-heading" xml:lang="ru"><subject>Статьи</subject></subj-group><subj-group subj-group-type="article-type"><subject>Research Article</subject></subj-group></article-categories><title-group><article-title xml:lang="en">Bromination of 1(9)<italic>H</italic>-2,3-dihydroimidazo[1,2-<italic>a</italic>]benzimidazole and its <italic>N</italic>-derivatives</article-title><trans-title-group xml:lang="ru"><trans-title>Бромирование 1(9)<italic>H</italic>-2,3-дигидроимидазо[1,2-<italic>a</italic>]бензимидазола и его N-производных</trans-title></trans-title-group></title-group><contrib-group><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Sochnev</surname><given-names>V. S</given-names></name><name xml:lang="ru"><surname>Сочнев</surname><given-names>В. С</given-names></name></name-alternatives><email>vsochnev@sfedu.ru</email><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Koshchienko</surname><given-names>Yu. V.</given-names></name><name xml:lang="ru"><surname>Кощиенко</surname><given-names>Ю. В</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Kuz'menko</surname><given-names>T. A</given-names></name><name xml:lang="ru"><surname>Кузьменко</surname><given-names>Т. А</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Kolodina</surname><given-names>A. A</given-names></name><name xml:lang="ru"><surname>Колодина</surname><given-names>А. А</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Borodkin</surname><given-names>G. S</given-names></name><name xml:lang="ru"><surname>Бородкин</surname><given-names>Г. С</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Morkovnik</surname><given-names>A. S</given-names></name><name xml:lang="ru"><surname>Морковник</surname><given-names>А. С</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib></contrib-group><aff-alternatives id="aff1"><aff><institution xml:lang="en">Institute of Physical and Organic Chemistry, Southern Federal University</institution></aff><aff><institution xml:lang="ru">Научно-исследовательский институт физической и органической химии, Южный федеральный университет</institution></aff></aff-alternatives><pub-date date-type="pub" iso-8601-date="2023-06-15" publication-format="electronic"><day>15</day><month>06</month><year>2023</year></pub-date><volume>93</volume><issue>6</issue><issue-title xml:lang="en">NO6 (2023)</issue-title><issue-title xml:lang="ru">№6 (2023)</issue-title><fpage>858</fpage><lpage>866</lpage><history><date date-type="received" iso-8601-date="2025-02-26"><day>26</day><month>02</month><year>2025</year></date></history><permissions><copyright-statement xml:lang="en">Copyright ©; 2023, Russian Academy of Sciences</copyright-statement><copyright-statement xml:lang="ru">Copyright ©; 2023, Российская академия наук</copyright-statement><copyright-year>2023</copyright-year><copyright-holder xml:lang="en">Russian Academy of Sciences</copyright-holder><copyright-holder xml:lang="ru">Российская академия наук</copyright-holder></permissions><self-uri xlink:href="https://transsyst.ru/0044-460X/article/view/666949">https://transsyst.ru/0044-460X/article/view/666949</self-uri><abstract xml:lang="en"><p>2,3-Dihydro-1 H -imidazo[1,2- a ]benzimidazole in acetic acid, and its N <sup>1</sup>-Me derivative in CHCl<sub>3</sub>, are brominated at position 6 with bromine. Less nucleophilic N <sup>9</sup>-R derivatives do not enter into the reaction under these conditions, but, like their N <sup>1</sup>-R isomers, they are quite effectively brominated by the KBrO<sub>3</sub>-HBr system, but at position 7, probably due to the transition of the reaction to the mode of bromination of protonated forms of substrates. N <sup>1</sup>- and N <sup>9</sup>-alkyl-6(7)-Br-2,3-dihydroimidazo[1,2- a ]benzimidazoles can also be obtained by N -alkylation of 6(7)-Br-2,3-dihydroimidazo[1,2- a ]benzimidazoles under neutral or basic conditions.</p></abstract><trans-abstract xml:lang="ru"><p>2,3-Дигидро-1 H -имидазо[1,2- a ]бензимидазол в уксусной кислоте, а его N<sup>1</sup>-Me-производное - в CHCl<sub>3</sub>, бромируются бромом по положению 6. Менее нуклеофильные N<sup>9</sup>-R-производные в этих условиях в реакцию не вступают, но, как и их N<sup>1</sup>-R-изомеры, достаточно эффективно бромируются системой KBrO<sub>3</sub>-HBr, но уже по положению 7, вероятно, из-за перехода реакции в режим бромирования протонированных форм субстратов. N<sup>1</sup>-и N<sup>9</sup>-алкил-6(7)-Br-2,3-дигидроимидазо[1,2- a ]бензимидазолы могут быть также получены N-алкилированием 6(7)-Br-2,3-дигидроимидазо[1,2- a ]бензимидазолов в нейтральных либо основных условиях.</p></trans-abstract><kwd-group xml:lang="en"><kwd>2,3-dihydroimidazo[1,2-a]benzimidazole</kwd><kwd>bromination</kwd><kwd>nitration</kwd><kwd>alkylation</kwd></kwd-group><kwd-group xml:lang="ru"><kwd>2,3-дигидроимидазо[1,2-a]бензимидазол</kwd><kwd>бромирование</kwd><kwd>нитрование</kwd><kwd>алкилирование</kwd></kwd-group></article-meta></front><body></body><back><ref-list><ref id="B1"><label>1.</label><mixed-citation>Анисимова В.А., Левченко М.В. // ХГС. 1987. Т. 1. 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