An efficient reduction of nitro and bromine naphthalene derivatives

被引:1
作者
Dong, J. [1 ]
Zhang, Q. [1 ]
Huang, G. [1 ]
Meng, Q. [1 ]
Li, S. [1 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Pharm, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
基金
中国博士后科学基金;
关键词
nitro naphthalenes; reduction; naphthylamines; hydrazine hydrate; zinc powder; FLUORESCENT-PROBE; HYDROGENATION; NITROARENES; INHIBITORS; CATALYST;
D O I
10.1134/S1070363217040272
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reduction of 1,5-dimethoxy-4-nitronaphthalene by hydrazine hydrate was optimized in the course of current study. Influence of metals, temperature and solvents upon the process was tested. Yield of the reaction was the highest in the presence of Zn powder in DMF. Moderate heating made the process slightly more efficient than that at room temperature, whereas high temperature led to a decreased yield. The current approach made it possible to exclude high pressure and diminish experimental costs.
引用
收藏
页码:837 / 841
页数:5
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共 13 条
  • [1] DETERMINATION OF THE CRITICAL MICELLE CONCENTRATION OF SURFACTANTS USING THE FLUORESCENT-PROBE N-PHENYL-1-NAPHTHYLAMINE
    BRITO, RMM
    VAZ, WLC
    [J]. ANALYTICAL BIOCHEMISTRY, 1986, 152 (02) : 250 - 255
  • [2] Highly Active and Selective Catalysis of Bimetallic Rh3Ni1 Nanoparticles in the Hydrogenation of Nitroarenes
    Cai, Shuangfei
    Duan, Haohong
    Rong, Hongpan
    Wang, Dingsheng
    Li, Linsen
    He, Wei
    Li, Yadong
    [J]. ACS CATALYSIS, 2013, 3 (04): : 608 - 612
  • [3] Discovery of N-aryl-naphthylamines as in vitro inhibitors of the interaction between HIV integrase and the cofactor LEDGF/p75
    Crucitti, Giuliana Cuzzucoli
    Pescatori, Luca
    Messore, Antonella
    Madia, Valentina Noemi
    Pupo, Giovanni
    Saccoliti, Francesco
    Scipione, Luigi
    Tortorella, Silvano
    Di Leva, Francesco Saverio
    Cosconati, Sandro
    Novellino, Ettore
    Debyser, Zeger
    Christ, Frauke
    Costi, Roberta
    Di Santo, Roberto
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 101 : 288 - 294
  • [4] Design, Synthesis, and Structure-Activity Relationship of N-Arylnaphthylamine Derivatives as Amyloid Aggregation Inhibitors
    Di Santo, Roberto
    Costi, Roberta
    Crucitti, Giuliana Cuzzucoli
    Pescatori, Luca
    Rosi, Federica
    Scipione, Luigi
    Celona, Diana
    Vertechy, Mario
    Ghirardi, Orlando
    Piovesan, Paola
    Marzi, Mauro
    Caccia, Silvio
    Guiso, Giovanna
    Giorgi, Fabrizio
    Minetti, Patrizia
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (19) : 8538 - 8548
  • [5] Highly dispersed Pt in MIL-101: An efficient catalyst for the hydrogenation of nitroarenes
    Du, Weichen
    Chen, Gongzhou
    Nie, Renfeng
    Li, Yingwei
    Hou, Zhaoyin
    [J]. CATALYSIS COMMUNICATIONS, 2013, 41 : 56 - 59
  • [6] Hydrogenation of various organic substrates using polystyrene anchored orthometallated ruthenium (II) complex as catalyst
    Islam, S. M.
    Tuhina, K.
    Mubarak, M.
    Mondal, P.
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 297 (01) : 18 - 25
  • [7] An evaluation of the mutagenicity, metabolism, and DNA adduct formation of 5-nitrobenzo[b]naphtho[2,1-d]thiophene
    King, LC
    Kohan, MJ
    Brooks, L
    Nelson, GB
    Ross, JA
    Allison, J
    Adams, L
    Desai, D
    Amin, S
    Padgett, W
    Lambert, GR
    Richard, AM
    Nesnow, S
    [J]. CHEMICAL RESEARCH IN TOXICOLOGY, 2001, 14 (06) : 661 - 671
  • [8] Palladium Nanoparticles Supported on Nitrogen-Functionalized Active Carbon: A Stable and Highly Efficient Catalyst for the Selective Hydrogenation of Nitroarenes
    Li, Zelong
    Li, Jinlei
    Liu, Jianhua
    Zhao, Zelun
    Xia, Chungu
    Li, Fuwei
    [J]. CHEMCATCHEM, 2014, 6 (05) : 1333 - 1339
  • [9] Effect of the electronic structure of the radical anions of 4-substituted 1,2-and 1,3-dinitrobenzenes on the regioselectivity of reduction of the nitro groups
    Orlov, VY
    Begunov, RS
    Demidova, NY
    Rusakov, AI
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2006, 76 (01) : 76 - 81
  • [10] New vic-dioxime transition metal complexes
    Serin, S
    [J]. TRANSITION METAL CHEMISTRY, 2001, 26 (03) : 300 - 306