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Flow Hydrogenation of 1,3,5-Trinitrobenzenes over Cu-Based Catalysts as an Efficient Approach for the Preparation of Phloroglucinol Derivatives Full article

Journal Synthesis (Synthesis-Stuttgart)
ISSN: 0039-7881 , E-ISSN: 1437-210X
Output data Year: 2022, Volume: 54, Number: 16, Pages: 3605-3612 Pages count : 8 DOI: 10.1055/a-1807-3188
Tags trinitrobenzenes; hydrogenation; flow reactor; heterogeneous catalysis; mixed oxides; layered double hydroxides; phloroglucinol derivatives
Authors Nuzhdin Alexey L. 1 , Shchurova Irina А. 2 , Bukhtiyarova Marina V. 1 , Bulavchenko Olga A. 1 , Alekseyeva Natalia A. 2 , Sysolyatin Sergey V. 2 , Bukhtiyarova Galina A. 1
Affiliations
1 Boreskov Institute of Catalysis SB RAS, Lavrentieva Ave. 5, Novosibirsk 630090, Russian Federation
2 Institute for Problems of Chemical and Energetic Technologies SB RAS, Sotsialisticheskaja str. 1, Biysk 659322, Russian Federation

Funding (1)

1 Russian Science Foundation 22-23-00127

Abstract: An environmentally friendly and safe synthesis of phloroglucinol and its derivatives through the flow hydrogenation of 1,3,5-trinitrobenzenes on heterogeneous copper catalysts is reported. It was found that hydrogenation of 1,3,5-trinitrobenzene, 2,4,6-trinitrotoluene, 2,4,6-trinitroxylene, and 2,4,6-trinitromesitylene in methanol over Cu–Al mixed oxides derived from layered double hydroxides led to selective formation of the corresponding triaminobenzenes, which were isolated from the reaction mixture in the form of double salts with sulfuric acid and were stable in storage. Subsequent hydrolysis in aqueous solution gave the phloroglucinol derivatives in good yields (75–82%).
Cite: Nuzhdin A.L. , Shchurova I.А. , Bukhtiyarova M.V. , Bulavchenko O.A. , Alekseyeva N.A. , Sysolyatin S.V. , Bukhtiyarova G.A.
Flow Hydrogenation of 1,3,5-Trinitrobenzenes over Cu-Based Catalysts as an Efficient Approach for the Preparation of Phloroglucinol Derivatives
Synthesis (Synthesis-Stuttgart). 2022. V.54. N16. P.3605-3612. DOI: 10.1055/a-1807-3188 WOS Scopus РИНЦ OpenAlex ANCAN
Dates:
Submitted: Mar 2, 2022
Accepted: Mar 23, 2022
Published online: May 17, 2022
Published print: Aug 17, 2022
Identifiers:
≡ Web of science: WOS:000834688900007
≡ Scopus: 2-s2.0-85135875416
≡ Elibrary: 50300370
≡ OpenAlex: W4221086100
≡ Chemical Abstracts: 2022:1397911
≡ Chemical Abstracts (print): 179:218824
Citing:
≡ Web of science 7 Сбор данных от 20.02.2026
≡ Scopus 7 Сбор данных от 15.02.2026
≡ Elibrary 8 Сбор данных от 15.02.2026
≡ OpenAlex 8 Сбор данных от 15.02.2026
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