Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles and Their Precursors

1994 ◽  
Vol 59 (8) ◽  
pp. 1892-1896 ◽  
Author(s):  
Eva Jedlovská ◽  
Edita Gavláková

The characteristic feature of many commercial agrochemicals and drugs is the 5-nitro-2-furyl or 2,5-dimethyl-3-furyl building block. Within the scope of our research aimed at utilization of dipolar cycloaddition reactions to prepare new compounds with potential biological and phytoeffectorial activity, we report on the synthesis of some substituted hydrazones I and their intramolecular cycloaddition to 2,5-disubstituted 1,3,4-oxadiazoles II. The basic IR, 1H NMR as well as mass spectral data of final products are presented.

2006 ◽  
Vol 10 (07) ◽  
pp. 996-1002 ◽  
Author(s):  
Ayhan Nazli ◽  
Ergün Gonca ◽  
Ahmet Gül

Magnesium porphyrazinate substituted with eight (1-naphthyl) groups on the peripheral positions has been synthesized by cyclotetramerization of 3,4-(1-naphthyl)pyrroline-2,5-diimine, 4-(1-naphthyl)pyrroline-2,5-diimine in the presence of magnesium butanolate. Its demetalation by treatment with trifluoroacetic acid, resulted in a partially oxidized product, namely, octakis(1-naphthyl)-2-seco-porphyrazine-2,3-dione. Further reaction of this product with copper(II) acetate, zinc(II) acetate and cobalt(II) acetate led to the metallo derivatives, [octakis(1-naphthyl)-2-seco-2,3-dioxoporphyrazinato]M(II) ( M = Cu , Zn or Co ). These new compounds have been characterized by elemental analysis, together with FT-IR, 1 H NMR, UV-vis and mass spectral data.


2009 ◽  
Vol 6 (3) ◽  
pp. 775-779 ◽  
Author(s):  
B. Rajeeva ◽  
N. Srinivasulu ◽  
S. M. Shantakumar

Some new 2-(5-substituted-1,3,4-oxadiazole-2-yl)-1,3- benzothiazole(3a-j)were synthesized by refluxing benzothiazolyl carboxyhydrazide with different aryl acids in phosphoryl chloride. Structures of the synthesized compounds were established on the basis of1H NMR and Mass spectral data. The anti microbial activity of the synthesized compounds was evaluated by disc diffusion method.


2005 ◽  
Vol 09 (07) ◽  
pp. 509-518 ◽  
Author(s):  
Rajendra Prasad ◽  
Ajay Kumar

The ( bpy )2 Ru II and ( phen )2 Ru II moieties were linked to [ Ni ( OBTTAP )]1, periphery through coordinate bonds in order to synthesize cationic di- and pentanuclear complexes 2-5 that were obtained as PF 6− salts. They were characterized by IR, 1 H NMR, UV-vis, and mass spectral data. The electronic absorption, emission and redox data of these bichromophoric systems indicate the presence of a high degree of intercomponent electronic interaction. The position and relative intensities of the Soret and Q bands in these complexes is altered due to peripheral binding of the metal units. The compounds were non-emissive for the Q band excitation but, Soret excitation led to a strong S 2 emission, observed between 400-450 nm. In cyclic voltammetry, the compounds exhibited one Ru centered oxidation together with one or two OBTTAP centered oxidations. The Ru II/ Ru III oxidations were observed at significantly lower potentials as compared to the corresponding simple maleonitrile-benzylthioether complexes and has been interpretted in terms of weaker d π( S )– d π( Ru ) interactions.


Author(s):  
J.V. Guna ◽  
V.N. Bhadani ◽  
H.D. Purohit ◽  
Dipak M. Purohit

2- Methoxy – 6 - {4' - [(4'''- Chlorophenyl) (phenyl) methyl amino] phenyl} - 4 - aryl nicotinonitrile (3a-3l) and 2-Amino-6-{4'-[(4'''-Chlorophenyl)(phenyl)methyl amino]phenyl}-4-aryl nicotinonitrile (4a-4l) have been synthesized. The products have been assayed for their antimicrobial activity against Gram +ve, Gram -ve bacteria and fungi. The structure of the products has been elucidated by IR, 1H-NMR, mass spectral data, elemental analysis and thin layer chromatography.


1979 ◽  
Vol 44 (2) ◽  
pp. 420-423 ◽  
Author(s):  
Josef Prousek ◽  
Adolf Jurášek ◽  
Miloslava Dandárová ◽  
Jaroslav Kováč

5-Nitrofurfuryl trichloromethyl sulphone (I) was reacted with paraformaldehyde in methanol in the presence of piperidine as catalyst to give 1-(5-nitro-2-furyl)-1-trichloromethylsulphonyl-2-(5-nitro-2-furyl)cyclopropane. This substance was also obtained from 1-(5-nitro-2-furyl)-1-trichloromethylsulphonyl-2-(5-nitro-2-furyl)ethylene and diazomethane. The reaction products were characterized by IR, UV, 1H NMR and mass spectral data.


2010 ◽  
Vol 7 (1) ◽  
pp. 295-298 ◽  
Author(s):  
B. C. Revanasiddappa ◽  
R. Nagendra Rao ◽  
E. V. S. Subrahmanyam ◽  
D. Satyanarayana

A new series of chalcones (3a-j) were synthesized by condensation of simple aldehydes with substituted acetophenones in presence of alkali. The resulted chalcones upon cyclization in presence of glacial acetic acid with isoniazid (INH) will yields the title compounds (4a-j). The newly synthesized compounds were assigned on the basis of IR,1H NMR, and Mass spectral data. All the final compounds were evaluated for theirin vitroantimicrobial activity.


2012 ◽  
Vol 2012 ◽  
pp. 1-13 ◽  
Author(s):  
Seranthimata Samshuddin ◽  
Badiadka Narayana ◽  
Balladka Kunhanna Sarojini ◽  
Divya N. Shetty ◽  
Nalilu Suchetha Kumari

New functionalized terphenyl derivatives incorporating various heterocyclic rings are prepared by using 4,4′′-difluoro-5′-hydroxy-1,1′:3′,1′′-terphenyl-4′-carbohydrazide as a key intermediate derived from 4,4′-difluoro chalcone, a versatile synthone. All the derivatives are characterized by 1H NMR, IR, and mass spectral data. All the synthesized products are screened for their in vitro antimicrobial and antioxidant properties. The majority of the tested compounds exhibited significant antioxidant activity and some of them showed good antimicrobial activity.


1973 ◽  
Vol 26 (8) ◽  
pp. 1725 ◽  
Author(s):  
PL Watson ◽  
RN Warrener

A new route to the generation of the previously undescribed 8,8- dimethyl- and 8,8-diphenyl-benzo[b]fulvene (isobenzofulvenes)? is reported. This method involved the mild thermal fragmentation of 3,6- di(2?-pyridyl)-15-(α,α-disubstituted methylene)-4,5- diazatetracyclo[6,6,1,02,7,09,14]pentadeca-3,5,9,11,13-pentaene (39), which was prepared from the benzyne adduct of the 7-(α,α-disubstituted methylene)bicyclo[2,2,1]-hepta-2,5-diene (36) and 3,6-di(2?-pyridyl)-s- tetrazine (37). This retroversion reaction is one of order [8π+6π] and, based on the limited evidence available, appears to be a non-concerted process. The isobenzofulvenes were readily isolated, in quantitative yield, as [8π+2π] cycloadducts with a variety of electron deficient olefins (tetraenophiles). Mixtures of exo- and endo-adducts were often obtained and their ratios explained in terms of a combination of dipole-dipole, steric, and orbital interactions operative in the respective transition states. Ozonolysis of these adducts yielded products formally derived from cycloadditions to isoindenone, and this represents an excellent route to these compounds. No spectral evidence for the existence of the monomeric isobenzofulvenes could be obtained, although acid-catalysed decomposition of the dimethyl precursor yielded significant proportions of 2-isopropenylindene, which is logically derived from 8,8-dimethylbenzo[b]fulvene. P.m.r. and mass spectral data are reported for all new compounds and briefly discussed where relevant.


2015 ◽  
Vol 19 (06) ◽  
pp. 753-768 ◽  
Author(s):  
Ahmed A. Fadda ◽  
Rasha E. El-Mekawy ◽  
Ahmed I. El-Shafei

This manuscript describes the synthesis of a new series of porphyrin structures 4a–4m, 7, 9, 12 and 14. These structures were investigated against two types of viruses such as HIV-1 and HSV-1. Also they were screened for their antitumor activity. Among all tested compounds, it was found that compound 4b showed a high activity against HIV-1 and HSV-1 and against four different tumor cell lines. Most of the tested compounds showed a moderate degree of a potent antimicrobial activity. The structure of these compounds was confirmed on the basis of their analytical and spectral data such as UV-vis, IR, 13 C NMR, 1 H NMR spectroscopy and mass spectral data.


2011 ◽  
Vol 8 (s1) ◽  
pp. S149-S154 ◽  
Author(s):  
P. Panneerselvam ◽  
G. Geete Ganesh

The syntheses of series of 2, 5-disubstituted 1, 3, 4-oxadiazole derivatives are described. A total of twelve new compounds were synthesized and characterized by IR,1H-NMR and Mass spectral data. All newly synthesized compounds were screened for their antimicrobial activityi.e. antibacterial activity againstS. aureusandE. coliand antifungal activity against fungusA. nigar. CompoundsG5andG7exhibited significant both antibacterial and antifungal activity whileG2,G10andG3,G9showed antibacterial and antifungal activity respectively. These compounds were 2, 5-disubstituted 1, 3, 4-oxadiazole moiety at position two and five showed reasonable antibacterial and antifungal activity.


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