scholarly journals Synthesis of Some New 1,2,4-Triazoles Derived from 2-Mercaptobenzimidazole

2009 ◽  
Vol 6 (1) ◽  
pp. 200-208
Author(s):  
Baghdad Science Journal
Keyword(s):  
Physical Properties ◽  
Hydrazine Hydrate ◽  
Schiff Bases ◽  
Alkaline Medium ◽  
Spectral Methods ◽  
Ring Closure ◽  
Triazole Derivatives ◽  
Specific Reactions ◽  
Derivatives Of

New 1,2,4-triazole derivatives of 2-mercaptobenzimidazole (MB) are reported. Ethyl (benzimidazole-2-yl thio) acetate (1) has been prepared by condensing 2-mercaptobenzimidazole with ethylchloroacetate. The ester (1) on reacting with hydrazine hydrate gave the corresponding acetohydrazide(2)which was reacted separately with phenylisocyanate and phenylisothiocyanate, followed by ring closure in an alkaline medium giving 3-[(benzimidazole-2-yl thio) methyl]-4-phenyl-1,2,4-triazole-5-ol and 3-[(benzimidazole-2-yl thio) methyl]-4-phenyl-1,2,4-triazole-5-thiol respectively (6,7). Reaction of acetohydrazide (2) with CS2 and ethanol/KOH, gave dithiocarbazate salt (8). Cyclization of (8) with hydrazine hydrate gave 3-[(benzimidazole-2-yl thio) methyl]-4-amino-1,2,4-triazole-5-thiol (9). Furthermore, new Schiff bases (3a-e) were prepared through the reaction of the acetohydrazide (2) with aromatic aldehydres. The prepared compounds were identified by spectral methods FTIR, UV. Measurements of some physical properties and some specific reactions, were carried out.

scholarly journals Synthesis and Evaluation Antibacterial Activity of Some New Substituted 5-Bromoisatin Containing Five, Six Heterocyclic Ring

2016 ◽  
Vol 13 (2) ◽  
pp. 345-359
Author(s):  
Baghdad Science Journal
Keyword(s):  
Heterocyclic Ring ◽  
Absolute Ethanol ◽  
Synthesis Process ◽  
Triazole Derivatives ◽  
Amide Derivatives ◽  
Heterocyclic Derivatives ◽  
Acid Anhydrides ◽  
Specific Reactions ◽  
Derivatives Of ◽  
Product Compound

This research includes the synthesis of some new different heterocyclic derivatives of 5-Bromoisatin. New sulfonylamide, diazine, oxazole, thiazole and 1,2,3-triazole derivatives of 5-Bromoisatin have been synthesized. The synthesis process started by the reaction of 5-Bromoisatin with different reagents to obtain schiff bases of 5-Bromoisatin intermediate compounds(1, 8, 19) by using glacial acetic acid as a catalyst in three routes. The first route, 5-Bromoisatin reacted with p-aminosulfonylchloride to product compound(1), then converted to sulfonyl amide derivatives(2-7) by the reaction of compound(1) with different substituted primary aromatic amine in absolute ethanol. The second route includes the reaction of 5-Bromoisatin reacted with ethyl glycinate to give 5-bromo-3-(Ethyl imino acetate)-2-oxo indole(8), which undergo react with hydrazine hydrate 80% to obtain hydrazine derivatives(9) that react with different acid anhydrides to obtain diazine derivatives(10-14). Also compound(8) reacts with urea and thiourea to give compounds(15,16) which undergo cyclization with p-bromophenacylbromide in absolute ethanol as a solvent to obtain oxazole (17) and thiazole (18), respectively. The third route included the reaction of 5-Bromoisatin with p-phenylenediamine in ethanol to obtain compound(19) which is converted to new substitutes 1,2,3-triazole derivatives(22,23) by diazotation of compound(19) and treating the resulted salt(20) with sodium azid, then acetylaceton or ethylacetoacetate, respectively. Newly synthesized compounds were identified by spectral methods. (FTIR, 1H-NMR, 13C-NMR) and measurements of some of its physical properties and also some specific reactions. Furthermore the effects of the synthesized compounds were studied on some strains of bacteria.

scholarly journals Synthesis , Characterization and Study of Biological Activity of Some New Schiff Bases ,1,3-Oxazepine and Tetrazole Derived from 2,2 di thiophenyl Acetic Acid

2018 ◽  
Vol 31 (1) ◽  
pp. 189 ◽  
Author(s):  
Eman M. Hussain ◽  
Hussam Z. Naji
Keyword(s):  
Mass Spectrometry ◽  
Staphylococcus Aureus ◽  
Acetic Acid ◽  
Biological Activity ◽  
Hydrazine Hydrate ◽  
Schiff Bases ◽  
Sodium Azide ◽  
Derivatives Of ◽  
Tetrazole Derivatives ◽  
And Staphylococcus Aureus

         In this study  new  derivatives  of  Schiff bases 5-8 , 1,3- oxazepine  9-16 and tetrazoles 17-19 have  been synthesized from the new starting  material 1 which has  synthesized  the reaction of  one mole of dichloro acetic acid and two moles of  thiophenol , the esters  2-3 were synthesized from the reaction of  compound 1 with methanol or ethanol respectively  in the presence of  H2SO4  as  catalyst  then 2,2-dithiophenylaceto Hydrazide  4 were synthesized from the reaction of  2 or 3 with hydrazine hydrate  80 % , Schiff bases 5-8 were  synthesized from the reaction of  4 with appropriate aldehyde or ketone .Treatment  of  Schiff bases with maleic and phathalic  anhydride in dry benzene to give 1,3-oxazepen derivatives  9-16 and with sodium azide in tetrahydrofuran (THF) afforded  tetrazole derivatives 17-19. All these compounds have been characterized from their melting pointes, FTIR , 1HNMR and compounds 1,5 and 18 by mass spectrometry . Derivatives 6,7,11,16,17 and 18 were tested against inhibition of E.coli and. Staphylococcus- aureus and were all funds to be active. Scheme (1).

scholarly journals Synthesis and Identification of Some New Derivatives of ([Benzyl Thio) Benzimidazole -N- (Methylene-5-Yl)] - 4,5- Di Substituted 1,2,4-Triazole and Evaluation of Their Activity as Antimicrobial and Anti-Inflammatory Agents

2021 ◽  
pp. 1054-1065
Author(s):  
Suaad, M. H. Al-Majidi ◽  
Halah, A.R. Ibrahim ◽  
Yasser, A.H. AL-issa
Keyword(s):  
Hydrazine Hydrate ◽  
Alcoholic Solution ◽  
Gram Negative Bacteria ◽  
Microbial Activities ◽  
Triazole Derivative ◽  
Compound A ◽  
Triazole Derivatives ◽  
Compound C ◽  
Anti Inflammatory ◽  
Derivatives Of

New 2-Mercaptobenzimidazole derivatives were synthesized. 4,5-disubsitituted 1,2,4-Triazole compounds 1b-2c were synthesized from 2-(benzylthio) benzimidazole compound a, which was then reacted with (NaH) in dioxane at a temperature of (0-5 C°) to produce the salt of compound a. Then the salt was reacted with ethyl chloro acetate to yield Ethyl 2-(benzylthio) benzimidazole acetate compound b. Compound b was converted to triazole derivatives by two pathways. The first pathway was reacting compound b with semicarbazide, thiosemicarbazide and phenylsemicarbazide in DMSO as a solvent to gain compounds 1b-3b, which were then cyclized by refluxed with 2N (NaOH) to yield 1,2,4-triazole derivatives compounds 4b-6b. The second pathway involved the treatment of compound b with hydrazine hydrate to produce N-acetohydrazide-2-(benzyl thio) benzimidazole c. Compound c was refluxed with carbon disulfide (CS2) in KOH alcoholic solution to obtain the salt compound 1c. The salt was treated with hydrazine hydrate to yield 1,2,4-triazole derivative compound 2c. The newly synthesized compounds b-2c were identified by FTIR, 1H-NMR and 13C-NMR and their physical properties were measured. Furthermore, their anti-microbial activities were tested against two Gram-positive and two Gram-negative bacteria and against one strain of fungi. Also, some of these synthesized compounds were tested for their anti-inflammatory activities.

Synthesis of Schiff’s Bases of 1,2,4-Triazole Derivatives under Microwave Irradiation Technique and Evaluation of Their Anti-diabetic Activity

2021 ◽  
Vol 08 ◽  
Author(s):  
Krishna Chandra Panda ◽  
B.V.V Ravi Kumar ◽  
Biswa Mohan Sahoo
Keyword(s):  
Hydrazine Hydrate ◽  
Carbon Disulphide ◽  
Potassium Hydroxide Solution ◽  
Ring Closure ◽  
Biologically Active ◽  
Schiff’S Bases ◽  
Standard Drug ◽  
Triazole Derivatives ◽  
Schiff's Bases

Background: Schiff bases play key role for the generation of a large number of biologically active compounds via cycloaddition, replacement and ring closure reactions. Objective: The objective of this study is to optimize the purity and yield of product, reaction time, eco-friendly reaction by the help of microwave assisted organic synthesis. Methods: New series of Schiff’s bases of triazole derivatives were achieved via multicomponent reactions. The starting material benzohydrazide 1 was obtained by esterification of bezoyl chloride with methanol in presence of concentrated sulphuric acid followed by the reaction with hydrazine hydrate. Benzohydrazide was allowed to react with carbon disulphide in ethanolic potassium hydroxide solution to yield potassium dithiocarbazinate 2 which undergoes cyclization by reacting with hydrazine hydrate to afford 4-[amino]-5-phenyl-4H-1,2,4-triazole-3-thiol (3). Further, various Schiff’s bases 4a-f were obtained by reacting 1,2,4-triazole-3-thiol with different substituted benzaldehydes under microwave irradiations as a green and eco-friendly energy source. Results: The structures of the newly synthesized compounds were elucidated in accordance with their spectral data and elemental analysis. Conclusion : The obtained compounds exhibited significant in-vivo anti-diabetic activity as compared to the standard drug Metformin. The anti-diabetic effect was investigated by using Alloxan-induced diabetic model.

Physical Properties of TCNQ Salts with N-Methyl Derivatives of Pyridine

1982 ◽  
Vol 85 (1) ◽  
pp. 257-263 ◽  
Author(s):  
A. Graja ◽  
M. Przybylski ◽  
B. Butka ◽  
R. Swietlik
Keyword(s):  
Physical Properties ◽  
Methyl Derivatives ◽  
Derivatives Of

Binding of calcium and lead ions to carboxystarch prepared by action of nitrogen dioxide on native starch and its 2,3-dialdehyde derivatives

1986 ◽  
Vol 51 (6) ◽  
pp. 1340-1351 ◽  
Author(s):  
Rudolf Kohn ◽  
Karol Tihlárik
Keyword(s):  
Nitrogen Dioxide ◽  
Alkaline Medium ◽  
Binding Capacity ◽  
Lead Ions ◽  
Carbonyl Groups ◽  
Weakly Alkaline ◽  
Exchange Cations ◽  
Counter Ions ◽  
The Stability ◽  
Derivatives Of

The binding of calcium and lead ions to carboxy derivatives of starch prepared by allowing nitrogen dioxide to act on native maize starch (procedure A) and on starch 2,3-dialdehyde derivatives of degrees of oxidation DO(d.a.) ≥ 0.94 (procedure B) was studied. The carboxy group content of the samples in the H+ form was 4.6 - 12.1 mmol g-1. The effect of alkaline medium on the stability of the carboxy derivatives and on their ability to bind and exchange cations was examined. The Ca2+ → 2K+ exchange was evaluated in terms of the decrease in the electrostatic free enthalpy Δ(Gel/N)KCa, determined by alkalimetric potentiometric titrations, and the binding of Pb2+ ions was evaluated in terms of the activity of the Pb2+ counter-ions determined in suspensions of Pb salts of the carboxy derivatives by means of an ion specific electrode. The IR and CD spectra revealed that the carboxystarch preparations obtained by procedure A contained, in addition to free carboxy groups, a considerable amount of carbonyl groups. During the conversion of the latter groups to the former, even in a weakly alkaline medium, the carboxy derivatives undergo an appreciable degradation and lose, to a great extent, their ability to bind and exchange cations. Procedure B, on the other hand, leads to highly selective starch and amylose carboxy derivatives, exhibiting a small amount of carbonyl groups and featuring a relative stability towards alkaline medium; their binding capacity is as high as 12 milliequivalents of cations per g of sample.

Synthesis of azaanthraquinones: homolytic substitution of pyridines

1982 ◽  
Vol 35 (7) ◽  
pp. 1451 ◽  
Author(s):  
DW Cameron ◽  
KR Deutscher ◽  
GI Feutrill ◽  
DE Hunt
Keyword(s):  
Ring Closure ◽  
Pyridine Derivatives ◽  
Derivatives Of ◽  
Substituted 1 ◽  
Homolytic Substitution

Synthesis of specific di- and tri-hydroxyazaanthraquinones by Friedel-Crafts procedures is limited by orientational ambiguity and by the lack of reactivity of pyridine derivatives in electrophilic acylation processes; however, suitable pyridines have been made to undergo radical benzoylation and benzylation at unsubstituted positions 2, 4 and 6. In particular, derivatives of pyridine-3-carbo-nitrile have been benzoylated at positions 2 and 4. Ring closure by intramolecular Houben-Hoesch reaction has then led to specifically substituted 1-and 2-azaanthraquinones and thence to the antibiotic bostrycoidin (1).

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