Bromine oxidation of N-(3 or 4-substituted phenyl)-N'-3-phenylpropenoylthioureas

1983 ◽  
Vol 48 (11) ◽  
pp. 3134-3139 ◽  
Author(s):  
Milan Dzurilla ◽  
Pavol Kristian ◽  
Ján Imrich ◽  
Juraj Štec
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
H Nmr ◽  
Derivatives Of ◽  
C Nmr

Bromine oxidation of N-(3 or 4-substituted phenyl)-N'-3-phenylpropenoylthioureas in chloroform afforded either derivatives of benzylidenethiazoline or benzothiazole depending on the structure of the aniline residue. The structure of the title products was proved by elemental analysis, IR, 1H NMR and 13C NMR spectral data.

scholarly journals Synthesis and Antibacterial Activity of Some Derivatives of 2-Methylbenzimidazole Containing 1,3,4-Oxadiazole or 1,2,4-Triazole Heterocycle

2016 ◽  
Vol 2016 ◽  
pp. 1-6 ◽  
Author(s):  
Cong Nguyen Tien ◽  
Duc Tran Thi Cam ◽  
Ha Bui Manh ◽  
Dat Nguyen Dang
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Spectral Data ◽  
H Nmr ◽  
Mold And Yeast ◽  
Derivatives Of ◽  
C Nmr

5-[(2-Methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazole-2-thiol or 5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-1,2,4-triazol-3-thiol which were prepared starting from 2-methylbenzimidazole in the reaction with appropriateN-aryl-2-chloroacetamides afforded two series ofN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}sulfanylacetamides andN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-4H-1,2,4-triazol-3-ylthio}acetamides, respectively. The structures of the compounds were elucidated on the basis of IR, MS,1H-NMR, and13C-NMR spectral data. The compounds containing 1,3,4-oxadiazole or 1,2,4-triazole heterocycle also were tested for their antimicrobial activity against bacteria, mold, and yeast.

Synthesis and antimicrobial properties of N-substituted derivatives of (E)-2′,3″-thiazachalcones

2015 ◽  
Vol 70 (1-2) ◽  
pp. 45-50
Author(s):  
Asu Usta ◽  
Hacer Taşkıran
Keyword(s):  
Elemental Analysis ◽  
Antimicrobial Properties ◽  
Antibacterial Activities ◽  
Spectral Studies ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Mass Spectral ◽  
H Nmr ◽  
Derivatives Of ◽  
C Nmr

Abstract N-alkyl substituted 2′,3″-thiazachalcones {3-[(1E)-3-(4-methylthiophene-2-yl)-3-oxoprop-1-en-1-yl]-1-alkyl (C5–12,14) pyridinium bromides} were synthesized by a two-step reaction. The newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, elemental analysis and mass spectral studies. The synthesized compounds were tested for antibacterial activities and found to be more active against Gram-positive as compared to Gram-negative bacteria.

Synthesis and characterization of novel metal-free and metallophthalocyanines peripherally fused to four 24-membered tetraoxatetraaza macrocycles

2001 ◽  
Vol 05 (04) ◽  
pp. 367-375 ◽  
Author(s):  
S. ZEKİ YILDIZ ◽  
HALTİ KANTEKİN ◽  
YAŞAR GÖK
Keyword(s):  
Elemental Analysis ◽  
Metal Salt ◽  
Synthesis And Characterization ◽  
Organic Base ◽  
Metal Free ◽  
H Nmr ◽  
New Compounds ◽  
Derivatives Of ◽  
C Nmr

New metal-free 5 and metallophthalocyanines 6-11( M = Cu , Ni , Co , Pb , Zn ) fused in peripheral positions with four 24-membered tetraoxatetraaza macrocycles were prepared by cyclotetramerization of 24,25-dicyano-4,10,13,17-tetra(toluene-p-sulfonyl)-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22-didicontinehydrobenzo[y][3,9,12,18]tetraaza[1,7,16,22]tetraoxatetradicontine in the presence of the corresponding metal salt or a strong organic base. While the N-tosylated derivatives of the phthalocyanines are soluble in common organic solvents, the detosylated derivative of copper phthalocyaninate is soluble in water. The aggregation properties of the phthalocyanines were also investigated as a function of concentration, solvent and oxidative medium. The new compounds are characterized by a combination of elemental analysis and 1 H NMR, 13 C NMR, IR, UV-vis and MS spectral data.

scholarly journals Synthesis, Spectral and Anthelmintic Activity Studies on Some Novel Imidazole Derivatives

2008 ◽  
Vol 5 (s2) ◽  
pp. 1133-1143 ◽  
Author(s):  
Rajiv Dahiya ◽  
Anil Kumar
Keyword(s):  
Amino Acids ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Structure Elucidation ◽  
Anthelmintic Activity ◽  
Coupling Agents ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
C Nmr

Present study describes the synthesis of a novel series of 3,5-diiodo-4-(5-nitro-1H-2-imidazolyl)benzoyl amino acids and di/tri/tetrapeptides using diisopropylcarbodiimide/dicyclohexylcarbodiimide (DIPC/DCC) as coupling agents andN-methylmorpholine/triethylamine (NMM/TEA) as bases. Structure elucidation of all the newly synthesized compounds was done by elemental analysis and IR,1H NMR,13C NMR and mass spectral data. Synthesized imidazolopeptides were screened for their anthelmintic activity and found to possess moderate to good bioactivity against earthwormsMegascoplex konkanensis, Pontoscotex corethruses and Eudrilus eugenieawhen compared to reference drugs - albendazole and mebendazole at dose level of 2 mg mL−1.

scholarly journals Synthesis of Some New Barbituric and Thiobarbituric Acids Bearing 1,2,4-Triazine Moiety and Their Related Systems as Herbicidal Agents

2019 ◽  
Vol 2019 ◽  
pp. 1-6
Author(s):  
Abeer N. Al-Romaizan
Keyword(s):  
Spectral Data ◽  
Aromatic Aldehyde ◽  
Elemental Analysis ◽  
Diethyl Malonate ◽  
Thiobarbituric Acid ◽  
Herbicidal Activity ◽  
Ring Closure ◽  
H Nmr ◽  
C Nmr

In search for highly bioactive barbituric and thiobarbituric acid derivatives, some new barbituric and thiobarbituric acids bearing 1,2,4-triazine moiety and their related systems (5–13) have been obtained from the addition of isocyanate and isothiocyanate to 3-amino-5,6-diphenyl-1,2,4-triazine (1) followed by ring closure reactions with diethyl malonate. Also, chemical reactivities of the related systems were obtained from the condensation of barbituric and thiobarbituric acid derivatives with aromatic aldehyde and/or fluoroacylation reactions. The structure of all the products was deduced from both elemental analysis and spectral data (IR, 1H NMR, 13C NMR, and MS). The herbicidal activity was also evaluated for the products.

Efficient and convenient synthesis of pyrido [2,1-b]benzothiazole, pyrimidopyrido[2,1-b]benzothiazole and benzothiazolo[3,2-a][1,8]naphthyridine derivatives

2015 ◽  
Vol 21 (4) ◽  
pp. 219-224 ◽  
Author(s):  
Hala M. Refat ◽  
Khaled S. Mohamed
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Aromatic Aldehydes ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Benzothiazole Derivatives ◽  
H Nmr ◽  
Convenient Synthesis ◽  
C Nmr

AbstractNew 3-aryl-pyrido[2,1-b][1,3]benzothiazole derivatives 2a–e were synthesized in excellent yields via the reaction of benzothiazoleacetonitrile (1) with different aromatic aldehydes. The treatment of 2-(benzo[d]thiazol-2-yl)-3-(pyridin-4-yl)acrylonitrile (6) with malononitrile afforded 1-amino-3-(pyridin-4-yl)-3H-pyrido[2,1-b][1,3]benzothiazole-2,4-dicarbonitrile (7), which was allowed to react with a variety of reagents to provide pyrimido[5′,4′:5,6]pyrido[2,1-b][1,3]benzothiazole 8, 9 and [1,3]benzothiazolo[3,2-a][1,8]naphthyridine 10, 15 derivatives. All synthesized products were confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR, and mass spectral data.

Synthesis of 2-amino-5,7-dimethyl-4-oxopyrido[3,4-e]-1,3-thiazines

1983 ◽  
Vol 48 (12) ◽  
pp. 3426-3432 ◽  
Author(s):  
Dušan Koščík ◽  
Pavol Kristian ◽  
Ondrej Forgáč
Keyword(s):  
Spectral Data ◽  
Chlorine Atom ◽  
Mass Spectra ◽  
High Reactivity ◽  
Secondary Amines ◽  
Dimroth Rearrangement ◽  
H Nmr ◽  
New Synthesis ◽  
C Nmr

New synthesis of pyrido[3,4-e]-1,3-thiazines consisting in reaction of 2,6-dimethyl-4-chloronicotinoyl isothiocyanate with primary or secondary amines, or with benzaldehyde phenylhydrazone, is described. High reactivity of the chlorine atom does not allow isolation of the corresponding thioureas, arising as intermediates, except in the case of the benzylamino derivative. Structure of the products was unequivocally confirmed by their spectral data (IR, UV, 1H NMR, 13C NMR and mass spectra). The synthesized derivatives do not undergo the Dimroth rearrangement.

21,22-Disubstituted 18α,19βH-Ursane Derivatives with Oxabicyclooctane System in Ring E

1993 ◽  
Vol 58 (1) ◽  
pp. 173-190 ◽  
Author(s):  
Eva Klinotová ◽  
Jiří Klinot ◽  
Václav Křeček ◽  
Miloš Buděšínský ◽  
Bohumil Máca
Keyword(s):  
Spectral Data ◽  
Spin Systems ◽  
Coupling Constants ◽  
Complete Analysis ◽  
Nmr Spectrum ◽  
Proton Proton ◽  
H Nmr ◽  
Proton Coupling ◽  
C Nmr

Reaction of 3β-acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide (IIIa) and 20β,28-epoxy-21,22-dioxo-19α,19βH-ursan-3β-yl acetate (IIIb) with diazomethane afforded derivatives XII-XIV with spiroepoxide group in position 21 or 22, which were further converted into hydroxy derivatives XV and XVII. Ethylene ketals VIII-X were also prepared. In connection with the determination of position and configuration of the functional groups at C(21) and C(22), the 1H and 13C NMR spectral data of the prepared compounds are discussed. Complete analysis of two four-spin systems in the 1H NMR spectrum of bisethylenedioxy derivative Xb led to the proton-proton coupling constants from which the structure with two 1,4-dioxane rings condensed with ring E, and their conformation, was derived.

Evaluation of Antinociceptive and Anti-Inflammatory Activities of a New Triterpene Saponin from Bauhinia variegata Leaves

2009 ◽  
Vol 64 (11-12) ◽  
pp. 798-808 ◽  
Author(s):  
Mona A. Mohamed ◽  
Madeha R. Mammoud ◽  
Heiko Hayen
Keyword(s):  
High Resolution ◽  
Spectral Data ◽  
Cinnamic Acid ◽  
Cinnamic Acid Derivatives ◽  
Triterpene Saponin ◽  
H Nmr ◽  
Antischistosomal Activity ◽  
Bauhinia Variegata ◽  
Anti Inflammatory ◽  
C Nmr

A new triterpene saponin, named as 23-hydroxy-3α-[O-α-L-1C4-rhamnopyranosyl-(1´´4´)- O-α-L-4C1-arabinopyranosyl-oxy]olean-12-en-28-oic acid O-α-L-1C4-rhamnopyranosyl- (1´´´´´→4´´´´)-O-β-D-4C1-glucopyranosyl-(1´´´´→6´´´)-O-β-D-4C1-glucopyranosyl ester (9), was isolated from the leaves of Bauhinia variegata Linn. In addition, six flavonoid compounds along with two cinnamic acid derivatives were isolated and identified based on their chromatographic properties, and chemical and spectral data (ESI-high resolution-MSn, 1H NMR, 13C NMR, 1H-1H COSY, HSQC, and HMBC). Compound 9 was found to be nontoxic (LD50) and to have significant anti-inflammatory and antinociceptive activities. It also showed a slight antischistosomal activity.

scholarly journals SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

2017 ◽  
Vol 9 (2) ◽  
pp. 192
Author(s):  
Aseel Alsarahni ◽  
Zuhair Muhi Eldeen ◽  
Elham Al-kaissi ◽  
Ibrahim Al- Adham ◽  
Najah Al-muhtaseb
Keyword(s):  
Antimicrobial Activity ◽  
Elemental Analysis ◽  
Antimicrobial Agents ◽  
Diffusion Method ◽  
Benzothiazole Derivatives ◽  
H Nmr ◽  
Ft Ir ◽  
Potential Antimicrobial Activity ◽  
C Nmr

<p><strong>Objective: </strong>To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.</p><p><strong>Methods: </strong>A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, <sup>1</sup>H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d<sub>6</sub> as a solvent.<em> </em><em>In vitro </em>antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. <em></em></p><p><strong>Results: </strong>The IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against <em>Pseudomonas aeruginosa </em>(<em>P. aeruginosa</em>), AZ-9 demonstrated the highest antifungal activity against <em>Candida albicans </em>(<em>C. albicans</em>), with MIC of 31.25 µg/ml.</p><p><strong>Conclusion: </strong>These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.</p>

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