Synthesis of trisubstituted ethylenes of the furan series based on 5-methoxycarbonyl-2-furfuryl trichloromethyl sulfone

1980 ◽  
Vol 45 (3) ◽  
pp. 746-751 ◽  
Author(s):  
Adolf Jurášek ◽  
Jaroslav Kováč ◽  
Rudolf Belko

Condensation of 5-methoxycarbonyl-2-furfuryl trichloromethyl sulfone with 4-X-benzaldehydes (X = H, OH, OCH3, N(CH3)2, Cl, I, CN) or 5-Y-2-furaldehydes (Y = H, NO2) in acetic acid in the presence of ammonium acetate and piperidine afforded the corresponding 1-(5-methoxycarbonyl-2-furyl)-1-trichloromethylsulfonyl-2-arylethylenes (IIa-IIj). Structure of these new compounds is discussed on the basis of their UV, 1H-NMR and IR spectra.

2016 ◽  
Vol 13 (2) ◽  
pp. 244-252
Author(s):  
Baghdad Science Journal

In this paper, some chalcone derivatives (C1, C2) were synthesized based on the reaction of equal amount of substituted acetophenone and substituted banzaldehyde in basic medium. Oxazine and thiazine derivatives were prepared from the reaction of chalcones (C1-C2) with urea and thiourea respectively in a basic medium. Pyrazole derivatives were prepared based on the reaction of chalcones with hydrazine mono hydrate or phenyl hydrazine in the presence of glacial acetic acid as a catalyst. The new synthesized compounds were identified using various physical techniques like1 H-NMR and FT-IR spectra.


2012 ◽  
Vol 9 (3) ◽  
pp. 1518-1525 ◽  
Author(s):  
Hamid Reza Jaberi ◽  
Hadi Noorizadeh

In this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-thiol on treatment with ethylchloro acetate and aromatic aldehyde in presence of anhydrous sodium acetate and acetic acid as solvent to give (Z)-2-(arylidene)-5,6-dihydroimidazo [2,1-b] [1,3] thiazol-3(2H)-one 3a-j. Compounds 3a-j was condensed with hydroxylamine to give 3-(aryl)-2, 3, 6, 7-tetrahydroimidazo [2, 1-b] [1,3] thiazolo [5, 4-d] isoxazole 4a-j. The structures of the new compounds were established by elemental analyses, IR,1H NMR and13C NMR data.


2007 ◽  
Vol 62 (3) ◽  
pp. 397-406 ◽  
Author(s):  
Stephan W. Kohl ◽  
Katharina Kuse ◽  
Markus Hummert ◽  
Herbert Schumann ◽  
Clemens Mügge ◽  
...  

Two improved routes to synthesize 1-benzyl-1,4,7,10-tetraazacyclododecane (6) and 1,4,7,10- tetraazacyclododecane-1-acetic acid ethyl ester (11) are described as well as the synthesis of 1-{2-[4-(maleimido-N-propylacetamidobutyl)amino]-2-oxoethyl}-1,4,7,10-tetraazacyclododecane- 4,7,10-triacetic acid (17) and its Y, Ho, Tm, and Lu complexes. The 1H and 13C NMR spectra of the new compounds as well as the single crystal X-ray structure analyses of the intermediates 4-benzyl-1,7-bis(p-toluenesulfonyl)diethylenetriamine (3) and 1,4,7-tris(p-toluenesulfonyl)diethylenetriamine (7) are reported and discussed. The rare earth complexes of 17 have been characterized by 1H NMR spectroscopy and MALDI-TOF mass spectrometry.


2017 ◽  
Vol 41 (9) ◽  
pp. 513-516 ◽  
Author(s):  
Pan Zhou ◽  
Biao Hu ◽  
Lingling Lu ◽  
Rong Huang ◽  
Fuchao Yu

A simple and efficient approach for the synthesis of 4-spiro-1,4-DHP derivatives has been developed, involving one-pot three-component reaction of isatins, N,N-dimethylenaminones with ammonium acetate in EtOH–water solution promoted by acetic acid. Compared with the previous [1+2+3]-cyclisation method, this [1+2+1+2]-cyclisation procedure has advantages as it is more environmentally friendly, has easier operational simplicity, and requires milder reaction conditions. Moreover, these novel compounds have been obtained in moderate to good yields and their structures have been confirmed by 1H NMR, 13C NMR and IR and HRMS spectroscopy.


2010 ◽  
Vol 60 (2) ◽  
pp. 229-235 ◽  
Author(s):  
Satyajit Dutta

Synthesis and anthelmintic activity of some novel 2-substituted-4,5-diphenyl imidazolesA series of 2-substituted-4,5-diphenyl imidazoles1a-jwere synthesized by refluxing benzil with different substituted aldehydes in the presence of ammonium acetate and glacial acetic acid. Structures of the synthesized compounds were confirmed on the basis of IR,1H NMR and mass spectral data. Compounds1a-jwere screened for anthelmintic activity. Test results revealed that compounds showed paralysis time of 0.24 to 1.54 min and death time of 0.39 to 4.40 min while the standard drugs albendazole and piperazine citrate showed paralysis time of 0.54 and 0.58 min and death time of 2.16 and 2.47 min, respectively, at the same concentration of 1% (m/V). Five compounds, 2-[2-hydroxyphenyl]-4,5-diphenyl imidazole (1b), 2-[3-methoxyphenyl]-4,5-diphenyl imidazole (1c), 2-[2-phenylethenyl]-4,5-diphenyl imidazole (1e), 2-[4-fluorophenyl]-4,5-diphenyl imidazole (1g) and 2-[3-nitrophenyl]-4,5-diphenyl imidazole (1h) showed significant anthelmintic activity compared to the standard drugs.


2018 ◽  
Vol 69 (9) ◽  
pp. 2581-2584
Author(s):  
Corina Popovici ◽  
Dana Ortansa Dorohoi ◽  
Valeriu Sunel ◽  
Corina Cheptea

Amidic compounds, derivatives of the 5-nitro-benzimidazolyl-2-mercapto-acetic acid were obtained in order to get new cytostatic substances. Two azotyperitic derivatives were obtained by the grafting of the di-(b-chloroethyl)-amine group on molecules of two of the amidic compounds. The NMR and FT-IR spectra confirmed the structure of the new compounds. The mitodepresive action of the new compounds has been tested on root meristems of Lepidiumm sativum L.


1977 ◽  
Vol 32 (11) ◽  
pp. 1268-1270 ◽  
Author(s):  
Lothar Knoll

Triphenylmethylene- and triphenylethylidenephosphorane react with h5-cyclopentadienyl-dicarbonylironiodide to yield the yellow stable complexes of the type[h5-C5H5Fe(CO)2-CHRP(C6H5)3]I (R = H (1), CH3 (2)).By reaction of 1 and 2 with AgBF4 the corresponding BF4-salts can be isolated. The new compounds are characterized by their 1H NMR, 31P NMR and IR spectra as well as by elemental analysis.


1983 ◽  
Vol 38 (5) ◽  
pp. 592-598 ◽  
Author(s):  
Borislav Bogdanović ◽  
Martin Rubach ◽  
Klaus Seevogel

Abstract η3-Allyl- or η3-methallyl-η5-cyclopentadienylpalladium react with hydrogensulfide at - 78 °C with selective cleavage of the cyclopentadienyl group to give the dimeric, thermolabile η3-allyl- or η3-methallylhydrogensulfidopalladium (2, 2a), which decompose above ≈ - 60 °C to palladiumsulfide and propene or isobutene. The new compounds have been characterised by 1H NMR, IR and Raman spectroscopy. Similarly, η3-allyl- and η3- methallylhydrogensulfidoplatinum (6, 6 a) have been prepared from hydrogensulfide and η3-allyl- and η3-methallyl-?75-cyclopentadienylplatinum, respectively. From bis(??3-allyl)- or bis(?y3-methallyl)palladium and H2S rj3-allyl- or ??3-methallylhydrogensulfidopalladium (2', 2a') have been obtained and their IR spectra and physical properties found to differ from those of 2 or 2a.


1978 ◽  
Vol 33 (12) ◽  
pp. 1457-1460 ◽  
Author(s):  
Ekkehard Lindner ◽  
Gottfried Vordermaier

AbstractThe bifunctional acylphosphanes RC(O)P(Ph)-(CH2)2-(Ph)PC(O)R (1 a-c) [R = CH3 (a), CF3 (b), C5H6 (c)] are obtained from [NaP(Ph)CH2-]2 and the corresponding acid chlorides RC(O)Cl. Etherical solutions of 1 a-c with molecular oxygen easily can be transformed into the dioxides [RC(O)P(O)(Ph)CH2-]2 (2a-c). In contrast to the monofunctional acyl(diaryl)phosphane oxides 2 a-c do not react with water at 25 °C. The 31P, 19F, 1H NMR and IR spectra of the new compounds 1, 2 a-c are discussed.


1999 ◽  
Vol 23 (3) ◽  
pp. 178-179
Author(s):  
Wendy I. Cross ◽  
Kevin R. Flower ◽  
Robin G. Pritchard

The acetic acid esters of 1-(4-methylphenylazo)naphthalen-2-ol 1 and 2-(4-methylphenylazo)-4-methylphenol 3 are prepared and characterised by single crystal X-ray diffraction studies and 13C{1H}NMR spectroscopy; the position of the C(2)13C resonance for the ester is used to predict the position of resonant frequency of the equivalent carbon in the parent alcohols and hence, calculate the position of the azo-hydrazone equilibrium in these compounds.


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