• Title/Summary/Keyword: Vilsmeier reaction

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A Study on The Synthesis of Camostat Mesylate Using Vilsmeier-Haack Reaction (Vilsmeier-Haack 반응을 이용한 Camostat Mesylate의 합성법 연구)

  • Kim, Dong Nyeon;Kim, Seok Chan
    • Applied Chemistry for Engineering
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    • v.33 no.4
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    • pp.440-443
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    • 2022
  • A key step in the synthesis of camostat mesylate, which is most widely used as a treatment for chronic pancreatitis, was conducted. Camostat mesylate was synthesized through the esterification reaction of two intermediates, GBA (4-guanidinobenzoic acid hydrochloride) and DOHA [2-(dimethylamino)-2-oxoethyl-2-(4-hydroxyphenyl)acetate]. In order to overcome the problem raised due to the low yield and expensive reagents, a new economical synthesis method was developed that can produce camostat mesylate with a high yield of 80% by activating the acid functional group of GBA using the Vilsmeier-Haack reaction and coupling it with DOHA.

Some Reactions of 3-Methyl-5-oxo-1-phenyl-Δ2-pyrazoline-4-thiocarbohydrazide

  • Kandeel, Maymona M.;Abbady, Mohamed S.;Youssef, Mohamed Salah K.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.1
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    • pp.41-47
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    • 2002
  • The reactions of 3-methyl-1-phenyl-5-oxo-${\Delta}^2$-pyrazoline-4-thiocarbohydrazide towards phenyl isothiocyanate, sodium nitrite, cyclohexanone, aromatic aldehydes, and carbon disulphide has been studied. The Vilsmeier-Haack reaction has been applied on 4-substituted pyrazolone derivatives.

Synthesis and Antimicrobial Evaluation of Some Novel 2-(4-Chlorophenylimino) thiazolidin-4-one Derivatives

  • B'Bhatt, H.;Sharma, S.
    • Journal of the Korean Chemical Society
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    • v.56 no.3
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    • pp.341-347
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    • 2012
  • A series of 2-(4-chlorophenylimino)-5-((3-(p-substituted phenyl)-1-phenyl-1H-pyrazol-4-yl) methylene) thiazolidin-4-one ($\mathbf{3a-h}$) compounds were prepared from the 2-(4-chlorophenylimino) thiazolidin-4-one ($\mathbf{1}$) and 1-phenyl-3-(p-substituted phenyl)-1H-pyrazole-4-carbaldehyde ($\mathbf{2a-h}$). All compounds were characterized by elemental (C, H, N) analysis and spectral (FT-IR, $^1H$ NMR and GC-MS) analysis. These newly synthesized compounds were screened for their antibacterial and antifungal activities. Antimicrobial activity was observed and evaluated against the bacterial strains like Eschericha coli (MTCC 443), Pseudomonas aeruginosa (MTCC 1688), Staphylococcus aureus (MTCC 96), Streptococcus pyogenes (MTCC 442) and against the fungal strains like Candida albicans (MTCC 227), Aspergillus niger (MTCC 282) and Aspergillus clavatus (MTCC 1323). All the synthesized compounds were found to possess moderate to excellent antimicrobial activity against above selected strains.

Synthesis of N-Alkylcarbazole-3-Vinylene-2-Methyl-4-Dicyanomethylene-4H-Pyran (적색발광재료용 N-알킬카르바졸-3-비닐렌-2-메틸-4-디시아노메틸렌-4H-피란의 합성)

  • Chung, Pyung Jin;Sung, Jin Hee
    • Applied Chemistry for Engineering
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    • v.20 no.1
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    • pp.40-45
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    • 2009
  • N-Alkylcarbazole-3-vinylene-2-methyl-4-dicyanomethylene-4H-pyran derivatives were synthesized by dehydration, $S_N2$, Vilsmeier, and Knoevenagel condensation. They are red-emitting materials for organic light emitting device (OLED) composed of electron donor of N-alkylcabazole-3-vinylene groups and electron acceptor of 2-methyl-4-dicyanomethylene-4H-pyran groups by a conjugated structure. The structural properties of reaction products were analyzed FT-IR and $^1H-NMR$ spectroscopy. The thermal stabilities and reactivities were measured by melting points and yields. The UV-visibles and PL properties can be determined by exitation spectra and emission spectra, respectively.

Development of New Quinolone Antibacterials with Dextran-bond (Dextran에 결합된 새로운 Quinolone계 항균제의 개발)

  • Kim, Sun-Il;Na, Jae-Woon
    • Applied Chemistry for Engineering
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    • v.5 no.3
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    • pp.501-508
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    • 1994
  • 1-Ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl)quinolinea-3-car-boxylic acid-dextran was synthesized by the reaction of 1-ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl )quinoline-3-acryloyl chloride with dextran. Polymeric drug was tested for antimicrobial activity in vitro against ten species of microorganisms. Polymeric drug revealed good antibacterial activity against Bacillus subtillis ATCC 6633, Staphyloccus aureus ATCC 25923, Mycrobactertum phlei IFO 3158, Salmonella typhimurium KCTC 1925, Escherichia coli KCTC 1039, Escherichia coli ESS, Klebsiella puemouiae KCTC 1560 and Pseudomonas aeruginosa IFO 13130. Polymeric drug have no antimicrobial against Candida albicans ATCC 10231, but moderately active Micrococcus luteus ATCC 9341.

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