Preparation, 1H and 13C NMR Spectra of Substituted 2-Benzoylaminocarboxamides

1995 ◽  
Vol 60 (1) ◽  
pp. 150-160 ◽  
Author(s):  
Miloš Sedlák ◽  
Aleš Halama ◽  
Jaromír Kaválek ◽  
Vladimír Macháček ◽  
Vojeslav Štěrba

A new type of herbicides based on imidazolinones has been introduced into agriculture under commercial names of Arsenal, Pursuit, Scepter, Assert etc. by American Cyanamid Company since 1983. These compounds destroy diocotyledonous weeds and are almost nontoxic for mammals and fish (LD50 rat - 500 mg/kg, LD50 trout - 300 mg/kg) and nonmutagenic according to the AMES test. The aim of the present work is to synthesize substituted 2-benzoylaminocarboxamides as starting materials for preparation of imidazolinones and potential biologically active substances (Formulae I - III).

2018 ◽  
Vol 69 (1) ◽  
pp. 64-69
Author(s):  
Liviu Birzan ◽  
Mihaela Cristea ◽  
Constantin C. Draghici ◽  
Alexandru C. Razus

The 1H and 13C NMR spectra of several 2,6-diheteroarylvinyl heterocycles containing 4-azulenyl moiety were recorded and their proton and carbon chemical shifts were compared with those of the compounds without double bond between the heterocycles. The influence of the nature of central and side heterocycles, molecule polarization and anisotropic effects were revealed. The highest chemical shifts were recorded for the pyrylium salts and the lowest at pyridines, but in the case of the pyridinium salts, the protons chemical shifts at the central heterocycle are more shielded due to a peculiar anisotropy of the attached vinyl groups.


1989 ◽  
Vol 25 (2) ◽  
pp. 231-236 ◽  
Author(s):  
L. M. Khalilov ◽  
A. A. Fatykhov ◽  
V. S. Sultanova ◽  
F. Z. Makaev ◽  
F. Z. Galin ◽  
...  

1994 ◽  
Vol 262 (2) ◽  
pp. 173-184 ◽  
Author(s):  
Tadasu Urashima ◽  
William A. Bubb ◽  
Michael Messer ◽  
Yuhnagi Tsuji ◽  
Yasuko Taneda

ChemInform ◽  
2010 ◽  
Vol 27 (50) ◽  
pp. no-no
Author(s):  
N. E. ALEXANDROU ◽  
G. E. MERTZANOS ◽  
J. STEPHANIDOU-STEPHANATOU ◽  
C. A. TSOLERIDIS

2020 ◽  
Vol 100 (4) ◽  
pp. 60-74
Author(s):  
А.А. Bakibaev ◽  
◽  
М.Zh. Sadvakassova ◽  
V.S. Malkov ◽  
R.Sh. Еrkasov ◽  
...  

A wide variety of acyclic ureas comprising alkyl, arylalkyl, acyl, and aryl functional groups are investigated by nuclear magnetic resonance spectroscopy. In general, spectral characteristics of more than 130 substances based on acyclic ureas dissolved in deuterated dimethyl sulfoxide at room temperature are studied. The re-sults obtained based on the studies of 1H and 13C NMR spectra of urea and its N-alkyl-, N-arylalkyl-, N-aryl- and 1,3-diaryl derivatives are presented, and the effect of these functional groups on the chemical shifts in carbonyl and amide moieties in acyclic urea derivatives is discussed. An introduction of any type of substitu-ent (electron-withdrawing or electron-donating) into urea molecule is stated to result in a strong upfield shift in 13C NMR spectra relatively to unsubstituted urea. A strong sensitivity of NH protons to the presence of acyl and aryl groups in nuclear magnetic resonance spectra is pointed out. In some cases, qualitative depend-encies between the chemical shifts in the NMR spectra and the structure of the studied acyclic ureas are re-vealed. A summary of the results on chemical shifts in the NMR spectra of the investigated substances allows determining the ranges of chemical shift variations of the key protons and carbon atoms in acyclic ureas. The literature describing the synthesis procedures are provided. The results obtained significantly expand the methods of reliable identification of biologically active acyclic ureas and their metabolites that makes it promising to use NMR spectroscopy both in biochemistry and in clinical practice.


Sign in / Sign up

Export Citation Format

Share Document