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Molbank, Volume 2017, Issue 2 (June 2017) – 8 articles

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781 KiB  
Short Note
10a,11,11-Trimethyl-10a,11-dihydro-8H-benzo[e]imidazo[1,2-a]indol-9(10H)-one
by Elena Ščerbetkaitė, Rasa Tamulienė, Aurimas Bieliauskas and Algirdas Šačkus
Molbank 2017, 2017(2), M944; https://doi.org/10.3390/M944 - 22 Jun 2017
Cited by 1 | Viewed by 2918
Abstract
The alkylation of 1,1,2-trimethyl-1H-benzo[e]indole with 2-chloroacetamide, followed by work-up of the reaction mixture with a base and the subsequent treatment of a crude product with acetic acid gives 10a,11,11-trimethyl-10a,11-dihydro-8H-benzo[e]imidazo[1,2-a]indol-9(10H)-one. The structure [...] Read more.
The alkylation of 1,1,2-trimethyl-1H-benzo[e]indole with 2-chloroacetamide, followed by work-up of the reaction mixture with a base and the subsequent treatment of a crude product with acetic acid gives 10a,11,11-trimethyl-10a,11-dihydro-8H-benzo[e]imidazo[1,2-a]indol-9(10H)-one. The structure assignments were based on data from 1H, 13C, and 15N-NMR spectroscopy. The optical properties of the obtained compound were studied by UV–Vis and fluorescence spectroscopy. Full article
(This article belongs to the Section Organic Synthesis)
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467 KiB  
Short Note
N-(4-Nitrophenyl)-2-{2-[3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl]-4-oxo-4,5-dihydro-1,3-thiazol-5-yl}acetamide
by Vinutha V. Salian, Badiadka Narayana and Balladka K. Sarojini
Molbank 2017, 2017(2), M943; https://doi.org/10.3390/M943 - 10 Jun 2017
Cited by 3 | Viewed by 2969
Abstract
In the present investigation, the synthesis and spectroscopic characterization of N-(4-nitrophenyl)-2-{2-[3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl]-4-oxo-4,5-dihydro-1,3-thiazol-5-yl}acetamide (2) is performed. The title compound (2) is synthesized by the reaction of 3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]-4,5- dihydro-1H-pyrazole-1-carbothioamide (1) with N-(4-nitrophenyl)maleimide. The cyclization of title compound is evidenced by FT-IR, NMR, and LCMS data. Full article
(This article belongs to the Section Organic Synthesis)
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867 KiB  
Short Note
Ethyl 7-Methyl-1-(4-nitrophenyl)-5-phenyl-3-(thiophen-2-yl)-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylate
by Sobhi M. Gomha, Zeinab A. Muhammad and Mastoura M. Edrees
Molbank 2017, 2017(2), M942; https://doi.org/10.3390/M942 - 19 May 2017
Cited by 3 | Viewed by 2943
Abstract
A novel compound, ethyl 7-methyl-1-(4-nitrophenyl)-5-phenyl-3-(thiophen-2-yl)-1,5-dihydro[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylate (7) was synthesized by reaction of N-(4-nitrophenyl)thiophene-2-carbohydrazonoyl chloride (1) with ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (2). The mechanism of the studied reaction is discussed and the assigned structure was confirmed by elemental [...] Read more.
A novel compound, ethyl 7-methyl-1-(4-nitrophenyl)-5-phenyl-3-(thiophen-2-yl)-1,5-dihydro[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylate (7) was synthesized by reaction of N-(4-nitrophenyl)thiophene-2-carbohydrazonoyl chloride (1) with ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (2). The mechanism of the studied reaction is discussed and the assigned structure was confirmed by elemental analysis and spectral data. Moreover, the in vitro antitumor activities against human lung (A-549) and human hepatocellular carcinoma (HepG-2) cell lines were determined by the MTT method, and the results indicated a high potency compared with the employed standard antitumor drug (Cisplatin). Full article
(This article belongs to the Section Organic Synthesis)
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504 KiB  
Short Note
7-Bromo-1-methyl-2-phenyl-1H-indole-3-carbonitrile
by Rosanna Meine, Max Blech, Jens Lindhof and Conrad Kunick
Molbank 2017, 2017(2), M941; https://doi.org/10.3390/M941 - 7 Apr 2017
Cited by 1 | Viewed by 3043
Abstract
The title compound was prepared by electrophilic aromatic substitution of 7-bromo-1-methyl-2-phenyl-1H-indole with NCTS (N-cyano-N-phenyl-p-toluenesulfonamide). The structural identity of the title compound was proven by elemental analysis and spectroscopic methods (IR, NMR, APCI-MS). Purity was assessed by two independent HPLC methods. Full article
(This article belongs to the Section Organic Synthesis)
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1147 KiB  
Short Note
1-{4-[(Hexyloxy)methyl]pyridin-2-yl}ethanone
by Florian Charrier, Jérôme Husson and Laurent Guyard
Molbank 2017, 2017(2), M940; https://doi.org/10.3390/M940 - 7 Apr 2017
Viewed by 2699
Abstract
A new member of the 2-acetylpyridine family has been prepared and characterized. Its synthesis is a two-step process starting from a pyridyl-alcohol in which the ketone moiety is protected as a cyclic acetal. Alkylation of the alcohol followed by hydrolysis of the acetal [...] Read more.
A new member of the 2-acetylpyridine family has been prepared and characterized. Its synthesis is a two-step process starting from a pyridyl-alcohol in which the ketone moiety is protected as a cyclic acetal. Alkylation of the alcohol followed by hydrolysis of the acetal afforded the title compound in 52% overall yield. Full article
(This article belongs to the Section Organic Synthesis)
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958 KiB  
Short Note
4-Methoxy-3-(3-methylbut-2-en-1-yl)-7-[(3-methylbut-2-en-1-yl)oxy]quinolin-2(1H)-one from Melicope Moluccana T.G. Hartley
by Mulyadi Tanjung, Ratih Dewi Saputri, Ryan Ayub Wahjoedi and Tjitjik Srie Tjahjandarie
Molbank 2017, 2017(2), M939; https://doi.org/10.3390/M939 - 7 Apr 2017
Cited by 5 | Viewed by 3093
Abstract
4-Methoxy-3-(3-methylbut-2-en-1-yl)-7-[(3-methylbut-2-en-1-yl)oxy]quinolin-2(1H)-one (1) was isolated from the leaves of Melicope moluccana T.G. Hartley. The chemical structure of 1 was elucidated using mainly UV, IR, HRESIMS, 1D and 2D-NMR spectroscopy. Full article
(This article belongs to the Section Natural Products)
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816 KiB  
Short Note
4-({4-[(2E)-3-(2,5-Dimethoxyphenyl)prop-2-enoyl]phenyl}amino)-4-oxobutanoic Acid
by Hery Suwito, Kautsar Ul Haq, Nia Nur Dinia Rahmah, Alfinda Novi Kristanti and Ni Nyoman Tri Puspaningsih
Molbank 2017, 2017(2), M938; https://doi.org/10.3390/M938 - 5 Apr 2017
Cited by 4 | Viewed by 3014
Abstract
A dimethoxy amide chalcone has been synthesized in a two-step reaction. First, an amine chalcone was synthesized by the reaction of 4′-aminoacetophenone and 2,5-dimethoxybenzaldehyde using 40% NaOH solution as a catalyst in ethanol, and then followed by amidation through the reaction of the [...] Read more.
A dimethoxy amide chalcone has been synthesized in a two-step reaction. First, an amine chalcone was synthesized by the reaction of 4′-aminoacetophenone and 2,5-dimethoxybenzaldehyde using 40% NaOH solution as a catalyst in ethanol, and then followed by amidation through the reaction of the formed chalcone and succinic anhydride. The structure of the target compound was established by FTIR, HR-MS, 1H- and 13C-NMR, and 2D-NMR spectral analysis. Full article
(This article belongs to the Section Organic Synthesis)
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1314 KiB  
Short Note
Triphenylphosphine-(N,N-dimethyldithiocarbamato)-gold(I) Methanol Solvate
by Nicolas Bélanger-Desmarais and Christian Reber
Molbank 2017, 2017(2), M937; https://doi.org/10.3390/M937 - 30 Mar 2017
Viewed by 3746
Abstract
Abstract: A gold(I) complex with a triphenylphosphine and a monodentate N,N-dimethyldithiocarbamate ligand was synthesized and characterized by Raman spectroscopy and single crystal X-ray diffraction. DFT calculations (Gaussian 09, PBE1PBE/Lanl2dz) were undertaken for a single complex in the gas phase. The [...] Read more.
Abstract: A gold(I) complex with a triphenylphosphine and a monodentate N,N-dimethyldithiocarbamate ligand was synthesized and characterized by Raman spectroscopy and single crystal X-ray diffraction. DFT calculations (Gaussian 09, PBE1PBE/Lanl2dz) were undertaken for a single complex in the gas phase. The DFT-optimized structure and calculated Raman spectrum are in good agreement with the crystal structure and the experimental spectrum. Assignments of the Raman peaks are based on these DFT calculations. Frontier molecular orbitals were calculated and their nature is discussed. Full article
(This article belongs to the Section Structure Determination)
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