ANTINEOPLASTIC AGENTS: XV. INTRAMOLECULAR REACTIONS OF N-PHENYL-N′-BIS(2-CHLOROETHYL)UREA

1965 ◽  
Vol 43 (6) ◽  
pp. 1798-1802 ◽  
Author(s):  
George R. Pettit ◽  
David S. Blonda ◽  
Roger A. Upham

Reaction between phenyl isocyanate and N-bis(2-chloroethyl)amine in cold diethyl ether solution yields N-phenyl-N′-bis(2-chloroethyl)urea. The urea was found to rearrange in ethanol solution or upon warming to, respectively, 2-(N-phenylimino)-3-(2′-chloroethyl)oxazolidine hydrochloride and 1-phenyl-2-oxo-3-(2′-chloroethyl)imidazolidine. Infrared spectral studies, augmented by mass and proton magnetic resonance determinations provided compelling support for the structural formulations. The oxazolidine reaction sequence was also examined employing 4-nitrophenyl isocyanate, 1-naphthyl isocyanate, and N-bis(2-bromoethyl)amine.

1966 ◽  
Vol 44 (14) ◽  
pp. 1637-1641 ◽  
Author(s):  
G. N. Rao ◽  
N. C. Li

Five new ternary metal complexes containing imidazole and glycylglycine or amino acid have been prepared and characterized by proton magnetic resonance and infrared spectral studies. Seven new binary metal complexes have also been prepared and studied. The isolation of Cd(imidazole)6Cl2•H2O and Ni(imidazole)6-Cl2•4H2O provides evidence that the coordination number of these metal ions to imidazole in the solid state is six. The visible spectra of the Ni(II) complexes of amino acid and imidazole show that all these are octahedral in aqueous solution.


2012 ◽  
Vol 9 (1) ◽  
pp. 381-388 ◽  
Author(s):  
Harpreet Kaur ◽  
Baljit Singh

Bismuth(III) phenoxides have been synthesized by electrochemical reactions of 1-naphthol, 2-naphthol, 4-aminophenol, 2-nitrophenol, 4-nitrophenol, 2-hydroxybenzoic acid,p-cresol, phenol, resorcinol, 2-tert-butylphenol and 2-tert-butyl-4-methoxyphenol at sacrificial bismuth anode and inert platinum cathode using tetrabutylammonium chloride as supporting electrolyte. The coordination compounds of these phenols with 1, 10-phenanthroline and 2, 2ʼ-bipyridyl have also been synthesized electrochemically. The solid products separated in the anode compartment have been isolated and characterized by elemental analysis and infrared spectral studies. Current efficiencies of these reactions are quite high.


1967 ◽  
Vol 45 (18) ◽  
pp. 2033-2038 ◽  
Author(s):  
F. Takahashi ◽  
W. J. Karoly ◽  
J. B. Greenshields ◽  
N. C. Li

Ultraviolet spectral studies of hydrogen bonding between phenol and N,N-dimethylacetamide (DMA) in several media are reported. The equilibrium constant for the formation of the phenol–DMA complex is strongly solvent dependent, varying from 295 1/mole in cyclohexane to 130 in CCl4 and 16 in CHCl3, all at 28°. The greatly reduced value in CHCl3 indicates that the measured equilibrium constant is only an apparent one which does not take into account the decrease in free DMA concentration resulting from hydrogen-bonded complex formation with the solvent acting as hydrogen donor. In CCl4/CHCl3 mixed solvent, in the range of [chloroform] = 0 to 1.227 M, the measured equilibrium constant, K′, varies linearly with K′ [chloroform]. The slope of the line corresponds to the equilibrium constant for the formation of the hydrogen-bonded complex between CHCl3 and DMA in CCl4. The value, 0.9 1/mole, agrees with that obtained from a proton magnetic resonance method. The agreement is particularly noteworthy when we consider that the concentrations of phenol used in the proton magnetic resonance and ultraviolet spectral methods differ by a factor of 200, which leads definitely to the conclusion that the hydrogen-bonded CHCl3–DMA complex formed is 1:1. In cyclohexane/CHCl3 mixed solvent, similar results are obtained.


1973 ◽  
Vol 26 (8) ◽  
pp. 1645 ◽  
Author(s):  
EM Krankovits ◽  
RJ Magee ◽  
MJ O'Conner

The preparation of a number of polymeric, octahedral bis(N- alkylmonothiocarbamato)nickel(II) complexes and some of their base adducts is described. ��� The preparation and characterization of some bis(phosphine)bis(N- alkylmono-thiocarbamato)palladium(II) compounds are also described for the first time. The butyl compound is monomeric in chloroform and infrared spectral measurements of all compounds indicate that the monothiocarbamate ligands are bonded to palladium through the sulphur atoms only. The proton magnetic resonance spectrum of the dimethylphenylphosphine complex shows clearly that the phosphine groups are trans in the complexes. ��� Simple bis(monothiocarbamato)-palladium(II) or -platinum(II) have not been isolated but pyrrolidinium tetra(N- pyrrolidylmonothiocarbamato)-palladium(II) or -platinum(II) compounds are formed. Infrared measurements indicate that the mono-thiocarbamate ligands are bonded to the metal through both oxygen and sulphur atoms but no definite structure can be proposed for these compounds at present.


2011 ◽  
Vol 8 (s1) ◽  
pp. S271-S281
Author(s):  
B. Venkateswara Rao ◽  
D. M. Puri

Polynuclear copper(II) derivatives of 1-hydroxyethylidenediphosphonic acid (HEDP), 1-aminoethylidenediphosphonic acid (AEDP, H4L),α-aminobenzylidene diphosphonic acid (ABDP, H4L), 1-amino-2-carboxyethane- 1,1-diphosphonic acid (ACEDP, H5L), 1,3 diaminopropane-1,1,3,3-tetra-phosphonic acid (DAPTP, H8L), Ethylenediamine-N,N'-bis (dimethyl-methylenephosphonic) acid (EDBDMPO, H4L),o-phenylene-diamine-N,N'-bis (dimethylmethylenephosphonic) acid (PDBDMPO, H4L), diethylene triamine –N,N,N',N',N"N-penta (methylene phosphonic) acid (DETAPMPO, H10L) and diethylene triamine –N,N"-bis (dimethyl methylene phosphonic) acid (DETBDMPO, H4L) have been prepared in aqueous medium. The general formula of derivatives from elemental analysis was found to be Cu2L.XH2O (in case of AEDP, ABDP, EDBDMPO, PDBDMPO, DETBDMPO), Cu5L2.XH2O (in case of ACEDP) Cu4L.XH2O, Cu2H4L. XH2O (in case of DAPTP) and Cu5L.XH2O (in case of DETAPMPO). The electronic spectra have shown them to be six coordinated with slight distortion from octahedral geometry. Antiferromagnetism was inferred from magnetic moment data. Infrared spectral studies were carried out to determine coordination sites. EPR (Electron Paramagnetic Resonance) spectra that supports the presence of tetragonal distortion and antiferromagnetic behaviour, have also been studied.


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