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Iron-Containing Materials as Catalysts for the Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone Full article

Общее Language: Английский, Genre: Full article,
Status: Published, Source type: Original
Journal Reaction Kinetics, Mechanisms and Catalysis
ISSN: 1878-5190 , E-ISSN: 1878-5204
Output data Year: 2017, Volume: 121, Number: 2, Pages: 689-699 Pages count : 11 DOI: 10.1007/s11144-017-1190-2
Tags 1,2-Phenylenediamine, 1,5-Benzodiazepine, Acetone, Fe-containing mesoporous materials, Fe-VSB-5
Authors Timofeeva Maria N. 1,2 , Prikhod’ko Sergey A. 1 , Makarova Kristina N. 1,2 , Malyshev Mikhail E. 1 , Panchenko Valentina N. 1,2 , Ayupov Artem B. 1 , Jhung Sung Hwa 3
Affiliations
1 Boreskov Institute of Catalysis SB RAS, Prospekt Akad. Lavrentieva 5, 630090 Novosibirsk, Russian Federation
2 Novosibirsk State Technical University, Prospekt K. Marksa 20, 630092 Novosibirsk, Russian Federation
3 Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University, Sankyuck-Dong, Buk-Ku, Daegu 41566, Republic of Korea

Funding (3)

1 Kyungpook National University
2 Federal Agency for Scientific Organizations 0303-2016-0002
3 Federal Agency for Scientific Organizations 0303-2016-0007

Abstract: The cyclocondensation of 1,2-phenylenediamine (I) with acetone was investigated in the presence of Fe-containing microporous nickel phosphate molecular sieves (Fe-VSB-5) and Fe-containing mesoporous mesophase materials (Fe-MMM). The main product was 2,3-dihydro-2,2,4-trimethyl-1H-1,5-benzodiazepine (1,5-benzodiazepine) with 86–88% yield at 50 °C, with an acetone/(I) molar ratio of 2.5 in methanol as the reaction medium. The Fe content was found to affect not only the reaction rate but also yield of 1,5-benzodiazepine. The high reaction rate and yield of 1,5-benzodiazepine were—achieved with isolated iron sites in frameworks of Fe-VSB-5 and Fe-MMM.
Cite: Timofeeva M.N. , Prikhod’ko S.A. , Makarova K.N. , Malyshev M.E. , Panchenko V.N. , Ayupov A.B. , Jhung S.H.
Iron-Containing Materials as Catalysts for the Synthesis of 1,5-Benzodiazepine from 1,2-Phenylenediamine and Acetone
Reaction Kinetics, Mechanisms and Catalysis. 2017. V.121. N2. P.689-699. DOI: 10.1007/s11144-017-1190-2 publication_identifier_short.wos_identifier_type publication_identifier_short.scopus_identifier_type publication_identifier_short.rinz_identifier_type
Dates:
Submitted: Mar 6, 2017
Accepted: Apr 13, 2017
Published online: Apr 28, 2017
Published print: Aug 1, 2017
Identifiers:
publication_identifier.wos_identifier_type WOS:000405582300021
publication_identifier.scopus_identifier_type 2-s2.0-85018267591
publication_identifier.rinz_identifier_type 31037804
publication_identifier.accession_number_identifier_type 2017:684718
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