Identification of an Unknown Compound by Combined Use of IR, 1H NMR, 13C NMR, and Mass Spectrometry: A Real-Life Experience in Structure Determination

2008 ◽  
Vol 85 (6) ◽  
pp. 832 ◽  
Author(s):  
Louis J. Liotta ◽  
Magdalena James-Pederson
Keyword(s):  
Mass Spectrometry ◽  
1H Nmr ◽  
13C Nmr ◽  
Structure Determination ◽  
Life Experience ◽  
Real Life ◽  
Unknown Compound ◽  
Combined Use

Synthesis and Spectral Characterization of New S-Alkylated 1,2,4-Triazoles as Potential Biological Agents

2017 ◽  
Vol 68 (10) ◽  
pp. 2436-2439
Author(s):  
Stefania Felicia Barbuceanu ◽  
Laura Ileana Socea ◽  
Constantin Draghici ◽  
Elena Mihaela Pahontu ◽  
Theodora Venera Apostol ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Ethyl Bromide ◽  
Spectral Characterization ◽  
Basic Medium ◽  
Phenacyl Bromide

In the work we presented the behavior of 5-(4-(4-X-phenylsulfonyl)phenyl)-4-(n-propyl)-2H-1,2,4-triazole-3(4H)-thiones (X= Cl or Br) with some alkylation agents. Thus, new S-alkylated 1,2,4-triazole derivatives were synthesized by reaction of the corresponding 1,2,4-triazole-3-thione derivatives with different �-halogenated compounds (ethyl bromide, ethyl chloroacetate or phenacyl bromide), in basic medium. The structures of synthesized compounds were elucidated by spectral data (1H-NMR, 13C-NMR, mass spectrometry) and elemental analysis.

Synthesis of urease inhibitory 2, 4-bis (4-cyanobenzyl)glycoluril using sandmeyer reaction and density functional theory investigation

2021 ◽  
Vol 18 ◽  
Author(s):  
Mirza Arfan Yawer ◽  
Shehar Bano ◽  
Muhammad Saleem ◽  
Affiefa Yawer ◽  
Riaz Hussain ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Density Functional Theory ◽  
1H Nmr ◽  
13C Nmr ◽  
Density Functional ◽  
Spectroscopic Techniques ◽  
Pure Compound ◽  
Functional Theory ◽  
Sandmeyer Reaction ◽  
Urease Enzyme

Aims: The aim of present research was to synthesize glycoluril derivative 2,4-Bis(4-cyanobenzyl)glycoluril through convergent scheme. Background: For this purpose Sandmeyer reaction procedure was employed for the synthesis of said compound. The structure of the pure compound was confirmed by using different spectroscopic techniques such as 1H-NMR, 13C-NMR and (HR-MS) Mass spectrometry. Objective: Convergent synthesis of 2,4-BIS (4-CYANOBENZYL)GLYCOLURIL USING SANDMEYER REACTION and urease inhibition study. Methods: The structure of the pure compound was confirmed by using different spectroscopic techniques such as 1H-NMR, 13C-NMR and (HR-MS) Mass spectrometry. The electronic properties of newly synthesized compound and thiourea were determined by using density functional theory. Results: Furthermore compound was evaluated against urease enzyme and was found to be potent inhibitors with IC50 value of 11.5 ± 1.50 µM when compared with standard inhibitor thiourea (IC50 = 21.0 ± 1.90 µM). Compound may serve as lead compound for the synthesis of new cyano based bambusuril in future with enhanced biological properties. Conclusion: We have synthesized a new glycoluril derivative 2,4-Bis(4-cyanobenzyl)glycoluril by the sandmeyer reaction. It has obtained in the form of light yellowish powder in good yield (96%). Glycoluril based macrocycles have been used in various fields. Starting from the 2,4-Bis(4-nitrobenzyl)glycoluril (already reported compound) which has undergone reduction (CH3OH,Pt/C) , diazotization (NaNO2/HCl), cyanation (CuCl/KCN) respectively in order to synthesize the desired new glycoluril derivative. The obtained product will be used as a building block for the synthesis of the cyano based bambusuril marcocycle in future. The yield of the obtained product has been monitored by using different amount of cyanating reagent but the best results shown by the use of 4 mmol of CuCl/KCN. KCN with CuCl assisted the conversion of diazo group into cyano group with enhanced yield when used in excess amount. It act as a catalyst. Solubility characteristic of 2,4-Bis(4-cyanobenzyl)glycoluril has determined also in different organic solvents. 1H NMR technique proved to be very helpful for the structure determination of our desired product. Benzylic protons give signals at 7.5 ppm and 7.8 ppm respectively. The downfield peaks confirm about the presence of CN group near the benzylic protons. Methine protons show signal at 5.2 ppm which ensures about the basic skeleton of glycoluril. Ureidyl protons also confirm the synthesis of the heterocyclic 2,4-Bis(4-cyanobenzyl)glycoluril compound. The negative and positive electrostatic potential sites, molecular descriptors, and charge density distribution of frontier molecular orbitals are revealing that 4a with promising sites for electrophilic and nucleophilic attacks would result to enhance the urease inhbition which is in good agreement with the experimental data.

scholarly journals Bis(4,6-dimethyl-2-pyridylseleno)zinc 3,3’-dicyanide, A Potent Antifungal Agent

2019 ◽  
pp. 1-4
Author(s):  
V. H. Shah ◽  
A. A. Zohri ◽  
P. K. Talpara ◽  
P. A. Sangala ◽  
M. A. Abdelazim
Keyword(s):  
Mass Spectrometry ◽  
Antifungal Activity ◽  
1H Nmr ◽  
13C Nmr ◽  
Antifungal Agent ◽  
Candida Glabrata ◽  
Biological Screening ◽  
Spectral Analyses ◽  
Reference Drug

A novel zinc chelate of 3-cyano-4,6-dimethyl-2(1H)-selenone pyridine was synthesized and its structure was confirmed on the basis IR, 1H NMR, 13C NMR spectral analyses and TOF mass spectrometry. Biological screening against Candida glabrata reveals a greater antifungal activity of the zinc chelate as compared to the fluconazole reference drug.

scholarly journals 2-Propyl-N′-[1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]pentanehydrazide

Molbank ◽  
10.3390/m1164 ◽  
2020 ◽  
Vol 2020 (4) ◽  
pp. M1164
Author(s):  
Mariia Nesterkina ◽  
Dmytro Barbalat ◽  
Ildar Rakipov ◽  
Iryna Kravchenko
Keyword(s):  
Mass Spectrometry ◽  
Valproic Acid ◽  
Spectral Analysis ◽  
Thermal Properties ◽  
1H Nmr ◽  
13C Nmr ◽  
Agent Based ◽  
Anticonvulsant Agent ◽  
Fab Mass Spectrometry

2-Propyl-N′-[1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]pentanehydrazide was obtained in 80% yield via the Einhorn variation of the Schotten–Baumann method by (+)-camphor hydrazide condensation with valproic acid (VPA) chloride. The structure of the titled compound was verified by Raman, FTIR, 1H-NMR, and 13C-NMR spectral analysis along with FAB-mass spectrometry. Thermal properties of synthesized derivative were elucidated by DSC and its purity by HPLC. The compound was successfully tested as a potential anticonvulsant agent based on models of chemically- and electrically-induced seizures.

scholarly journals Teknik Isolasi dan Penentuan Struktur Mangiferin: Senyawa Aktif dari Tanaman Mangga (Mangifera indica L.)

2020 ◽  
Vol 5 (4) ◽  
Author(s):  
Luluk Luqyana Zahrah Taqiudina Mahdiyah ◽  
Ahmad Muhtadi ◽  
Aliya Nur Hasanah
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Liquid Chromatography ◽  
Magnetic Resonance ◽  
1H Nmr ◽  
13C Nmr ◽  
Mangifera Indica ◽  
Liquid Chromatography Mass Spectrometry ◽  
Chromatography Mass Spectrometry ◽  
Nuclear Magnetic

Tanaman mangga (Mangifera indica L.) adalah tanaman berbuah musiman yang banyak terdapat di Indonesia. Secara umum, daun tanaman ini mengandung saponin, alkaloid, fenol, tannin, flavonoid, steroid, diterpene dan glikosida. Senyawa metabolit sekunder yang umum ditemukan dalam tanaman ini adalah mangiferin (2-C-β-D-glucopyranosyl-1,3,6,7-tetrahydroxyxanthone), yang termasuk dalam golongan polifenol. Mangiferin memiliki beberapa aktivitas seperti antikanker, antiinflamasi, antidiabetes, dan antihiperlipidemia. Artikel ini membahas teknik isolasi mangiferin dan elusidasi strukturnya yang dilakukan dengan kombinasi spektrofotometri infra merah, Kromatografi Cair-Spektroskopi Massa (Liquid Chromatography-Mass Spectrometry/LC-MS), dan spektroskopi Resonansi Magnetik Inti (Nuclear Magnetic Resonance/NMR) baik berupa 1H-NMR ataupun 13C-NMR. Metode yang digunakan adalah review pustaka dengan pustaka yang digunakan sebanyak 34 artikel yang berasal dari jurnal internasional. Hasil yang didapatkan yaitu isolasi mangiferin dari tanaman mangga dapat dilakukan dengan metode refluks, soxhletasi, partisi tiga fase atau dengan bantuan microwave. Dari hasil tersebut, ditemukan bahwa ekstraksi dengan bantuan microwave memberikan persentase mangiferin lebih tinggi dari metode lain. Tetapi, penggunaan skala besar masih jarang dilakukan karena kemampuan penetrasi microwave yang rendah sehingga ada kemungkinan pemanasan kurang merata.

Design and Synthesis of some novel 3-benzylidene-1H-benzo [4,5]imidazo[2,1-c] [1,4]oxazine-1,4(3H)-dione derivatives and evaluation of their biological activity

2021 ◽  
Vol 25 (11) ◽  
pp. 157-169
Author(s):  
Ch. Sunitha ◽  
G. Brahmeshwari
Keyword(s):  
Mass Spectrometry ◽  
Biological Activity ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
The Other ◽  
Good Activity ◽  
Design And Synthesis ◽  
Anti Oxidant ◽  
Anti Fungal

A novel series of 3-arylbenzylidene-1H-benzo[4,5] imidazo[2,1-c][1,4]oxazine-1,4(3H)-dione (4a-l) was synthesized in moderate to good yields. The structures of the newly synthesized compounds were confirmed by 1H NMR, 13C NMR mass spectrometry and elemental analysis. The synthesized compounds were evaluated for their anti-bacterial and anti-oxidant activities. Among all the derivatives tested, the compound 3-(3,5- dimethoxy benzylidene)-1H-benzo [4,5]imidazo[2,1- c][1,4]oxazine-1,4-(3H)-dione showed more potent activity and 3-(4-methoxybenzylidene)-1H benzo[4,5] imidazo[2,1-c][1,4]oxazine-1,4(3H)-dion exhibited good activity as compared to standard streptomycin. The anti-fungal activity reveals that the compound 3- (3,5-dimethoxy benzylidene)-1H-benzo[4,5]imidazo [2,1-c][1,4]oxazine-1,4-(3H)-dione showed more promising activity as compared to standard Itrazole. The remaining compounds showed moderate to poor activity. Similarly, the anti-oxidant activity results revealed that the compound 3-(3,5-dimethoxy benzylidene)-1H-benzo [4,5] imidazo[2,1-c][1,4] oxazine-1,4-(3H)-dione exhibited potent activity as compared to the other tested compounds.

scholarly journals Identification of the Compounds Responsible for the Sweat-Like Odor in Hop (Humulus lupulus L.) Volatile Oil

2013 ◽  
Vol 2 (5) ◽  
pp. 34 ◽  
Author(s):  
Hironari Miyazato
Keyword(s):  
Mass Spectrometry ◽  
Volatile Oil ◽  
Gas Chromatography Mass Spectrometry ◽  
Aroma Extract Dilution Analysis ◽  
Dilution Technique ◽  
Unknown Compound ◽  
Acid Methyl ◽  
Humulus Lupulus L ◽  
Combined Use ◽  
First Time

<p>The aroma of hop volatile oil contains a sweat-like odor. We studied the odorous volatile compounds responsible for the sweat-like odor in the volatile oil extracted from Hallertau Perle hop (<em>Humulus</em><em> </em><em>lupulus</em><em> </em>L.) pellets. The combined use of gas chromatography-mass spectrometry/olfactometry (GC-MS/O), aroma extract dilution analysis (AEDA) by GC-MS/O (an odor dilution technique), and heart-cut multidimensional GC-MS (heart-cut MDGC-MS) equipped with the polar (1D) and apolar (2D) capillary columns revealed seven sweat-like odor producing compounds: methyl-branched saturated and unsaturated aliphatic acids, such as 3-methylbutanoic acid (sweaty/rancid/cheese-like), 2-methylbutanoic acid (sweaty/rancid/cheese-like), 4-methyl-3-pentenoic acid (sweaty/urine-like/malodor in laundry), and (<em>E</em>)-4-methyl-3-hexenoic acid (sweaty/urine-like/malodor in laundry), as well as others, such as an unknown compound (sweaty), methyl (<em>E</em>)-4-methyl-3-hexenoate (sweaty/malodor in laundry/fruity), and <em>S</em>-methyl (<em>E</em>)-4-methyl-3-hexenethioate (sweaty/rubber). The reference substances were synthesized stereo selectively using for the identification procedures. In this study, (<em>E</em>)-4-methyl-3-hexenoic acid, methyl (<em>E</em>)-4-methyl-3-hexenoate, and <em>S</em>-methyl (<em>E</em>)-4-methyl-3-hexenethioate were identified for the first time in hop volatile oil.</p>

scholarly journals (E)-1-(2′,4′-Dimethyl)-(5-acetylthiazole)-(2,4″-difluorophenyl)-prop-2-en-1-one

Molbank ◽  
10.3390/m1019 ◽  
2018 ◽  
Vol 2018 (3) ◽  
pp. M1019
Author(s):  
Afzal Shaik ◽  
Mahamuda Shaik ◽  
Srinivasa Puttagunta
Keyword(s):  
Mass Spectrometry ◽  
1H Nmr ◽  
13C Nmr ◽  
Research Interest ◽  
Purification And Characterization ◽  
Spectral Techniques ◽  
X Ray ◽  
Acid Catalyzed

Thiazole and chalcone motifs are of research interest to medicinal chemists due to their array of synthetic and biological utility. Hence, in the present study we intended to prepare (E)-1-(2′,4′-dimethyl)-(5-acetylthiazole)-(2,4″-difluorophenyl)-prop-2-en-1-one (3c) containing both these scaffolds. The compound 3c was synthesized by the acid-catalyzed condensation of 2,4-dimethyl-5-acetylthiazole with 2,4-difluorobenzaldehyde. Purification and characterization of the compound were carried out by recrystallization and spectral techniques including UV, IR, 1H-NMR, 13C-NMR, Mass spectrometry and X-ray powdered diffractometry. The molecule 3c was successfully synthesized, purified, and characterized.

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