Continuous-flow synthesis of the naphthalimide derivatives for medical and engineering applications

被引:0
|
作者
Oshchepkov, Maxim [1 ,2 ]
Tkachenko, Sergey [1 ]
Popov, Konstantin [2 ]
Semyonkin, Aleksey [1 ]
Yuriev, Danil [1 ]
Solovieva, Inna [1 ]
Melnikov, Pavel [3 ]
Malinovskaya, Julia A. [1 ]
Oshchepkov, Alexander [4 ,5 ]
机构
[1] Mendeleev Univ Chem Technol Russia, Miusskaya Sq 9, Moscow 125047, Russia
[2] JSC Fine Chem R&D Ctr, Krasnobogatyrskaya Str 42,B 1, Moscow 107258, Russia
[3] VP Serbsky Natl Med Res Ctr Psychiat & Narcol, Moscow 119034, Russia
[4] Martin Luther Univ Halle Wittenberg, Inst Chem, Organ Chem, D-06120 Halle, Germany
[5] Max Planck Inst Sci Light, Dept Phys, D-91058 Erlangen, Germany
关键词
Microfluidics; Organic synthesis; Naphthalimide; Acenaphthene; Chlorination; 1,8-NAPHTHALIMIDE; WATER;
D O I
10.1016/j.dyepig.2024.112386
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Microfluidic technologies bring new tools for a large number of applications in chemistry, biology, and medicine. In this study, we for the first time demonstrated the systematic synthesis and optimisation of naphthalimide derivatives using microfluidic techniques. This approach was applied to a wide range of naphthalimide dyes. A detailed comparison of microfluidic and batch methods for the synthesis of fluorescent markers was performed. The results showed that microfluidic technologies in continuous mode improved the conversion of starting compounds and increased the yield of target compounds. The developed fluorescent markers exhibit excellent optical properties after incorporation into polymers. Possible applications have been demonstrated for radical copolymerization reactions for the synthesis of acrylic acid-based salt deposition inhibitors, and N-acylation reactions in PLGA to obtain fluorescent nanoparticles for drug delivery.
引用
收藏
页数:11
相关论文
共 50 条
  • [31] Continuous-Flow Synthesis of Tramadol from Cyclohexanone
    Monos, Timothy M.
    Jaworski, Jonathan N.
    Stephens, John C.
    Jamison, Timothy F.
    SYNLETT, 2020, 31 (19) : 1888 - 1893
  • [32] AUTOMATED CONTINUOUS-FLOW PEPTIDE-SYNTHESIS
    ANDREWS, RP
    NATURE, 1986, 319 (6052) : 429 - 430
  • [33] Towards Antibiotic Synthesis in Continuous-Flow Processes
    Comito, Marziale
    Monguzzi, Riccardo
    Tagliapietra, Silvia
    Palmisano, Giovanni
    Cravotto, Giancarlo
    MOLECULES, 2023, 28 (03):
  • [34] Multi-step continuous-flow synthesis
    Britton, Joshua
    Raston, Colin L.
    CHEMICAL SOCIETY REVIEWS, 2017, 46 (05) : 1250 - 1271
  • [35] Efficient Continuous-Flow Synthesis of Macrocyclic Triazoles
    Anne-Catherine Bédard
    Jeffrey Santandrea
    Shawn K. Collins
    Journal of Flow Chemistry, 2015, 5 : 142 - 144
  • [36] CONTINUOUS-FLOW METHODS IN ORGANIC-SYNTHESIS
    SHEPPARD, RC
    CHEMISTRY IN BRITAIN, 1983, 19 (05) : 402 - +
  • [37] Synthesis of γ-valerolactone using a continuous-flow reactor
    Tukacs, Jozsef M.
    Jones, Richard V.
    Darvas, Ferenc
    Dibo, Gabor
    Lezsak, Gabor
    Mika, Laszlo T.
    RSC ADVANCES, 2013, 3 (37): : 16283 - 16287
  • [38] Advances on continuous-flow synthesis of drugs in microreactors
    Xue X.
    Shang M.
    Su Y.
    Huagong Xuebao/CIESC Journal, 2024, 75 (04): : 1439 - 1454
  • [39] Synthesis of Nanomaterials by Continuous-Flow Microfluidics: A Review
    Makgwane, Peter Ramashadi
    Ray, Suprakas Sinha
    JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2014, 14 (02) : 1338 - 1363
  • [40] A CONTINUOUS-FLOW METHOD FOR THE SYNTHESIS OF CROWN ETHERS
    HUANG, ZF
    ACTA CHIMICA SINICA, 1981, 39 (06) : 579 - 580