78018-17-4Relevant articles and documents
Synthesis and structural characterisation of diorganotin(IV) and diphenyllead(IV) complexes of pyrimidine-2-thionate derivatives
Rodriguez, Antonio,Sousa-Pedrares, Antonio,Garcia-Vazquez, J. Arturo,Romero, Jaime,Sousa, Antonio,Russo, Umberto
, p. 1444 - 1456 (2008/02/06)
The reaction between the ligands 4-(trifluoromethyl)pyrimidine-2-thione (4-CF3pymSH) and 6-methyl-4-(trifluoromethyl)pyrimidine-2-thione (6-Me-4-CF3pymSH) and the corresponding diorganotin(IV) dichloride [R2SnCl2] (R = Me, (Bu or Ph) or diphenyllead(IV) dichloride in the presence of triethylamine yields the diorganotin(IV) complexes [R2Sn(4-CF3pymS)2] and [R2Sn(6-Me- 4-CF3pymS)2] or diorganolead(IV) complexes [Ph 2Pb(4-CF3pymS)2] and [Ph2Pb(6-Me-4- CF3pymS)2], respectively. The compounds have been characterised by microanalysis, mass spectrometry and by IR and Mossbauer spectroscopy and, in the case of the compound that was sufficiently soluble, by 1H, 13C, 119Sn and 207Pb NMR spectroscopy. The compounds [Me2Sn(4-CF3pymS)2] (1), [Ph2Sn(4-CF3pymS)2] (2), [Ph 2Sn(6-Me-4-CF3pymS)2] (5), [tBu 2Sn(6-Me-4-CF3pymS)2] (6), [Ph 2Pb(4-CF3pymS)2] (7) and [Ph 2Pb(6-Me-4-CF3pymS)2] (8) have also been characterised by X-ray diffraction. The X-ray crystal structures show that the metal centre in all these complexes is in a distorted octahedral environment with bonds to two carbon atoms from the aryl or alkyl substituents and to sulfur and heterocyclic nitrogen atoms from the pyrimidine derivative, which acts a (κ2-N,S) chelating ligand. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Electrochemical synthesis and structural characterisation of cadmium and mercury complexes containing pyrimidine-2-thionate ligands
Rodriguez, Antonio,Sousa-Pedrares, Antonio,Garcia-Vazquez, Jose A.,Romero, Jaime,Sousa, Antonio
, p. 2242 - 2254 (2007/10/03)
The electrochemical oxidation of anodic metal (cadmium or mercury) in a cell containing an acetonitrile solution of the appropriate pyrimidine-2-thione (RpymSH) affords complexes [M(RpymS)2] (M = Cd, Hg; R = 4-CF 3, 4,6-CF3,Me and 4,6-CF3,Ph). When 2,2′-bipyridine (bipy) or 1,10-phenanthroline (phen) was added to the electrolytic cell, adducts of cadmium and compounds with these coligands were obtained. All the compounds have been characterised by microanalysis, IR spectroscopy and, in the case of the compounds that were sufficiently soluble, by 1H, 13C and 199Hg NMR spectroscopy. The compounds [Cd(4-CF3pymS)2] (1), [Cd(4,6-CF 3MepymS)2(bipy)] (4), [Cd(4,6-CF3PhpymS) 2 (phen)] (6) and [Hg(4,6-CF3MepymS)2] (8) were also characterised by X-ray diffraction. Compound 1 presents a polymeric structure with the polymer chains interconnected by intermolecular C-H...N interactions. Compounds 4 and 6 adopt mononuclear structures, with weak inter- and intra-molecular C-H...π interactions, as well as π-π stacking interactions for compound 6. Compound 8 also presents a mononuclear structure with intermolecular π-π interactions between the pyrimidine rings and additional weak Hg...Hg contacts (3.484 A). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Synthesis of fluorinated heterocycles
Sloop, Joseph C.,Bumgardner, Carl L.,Loehle, W. David
, p. 135 - 147 (2007/10/03)
Selected 1,3-diketones having a trifluoromethyl group and/or a fluorine in the 2-position were condensed with aromatic hydrazines, hydroxylamine, urea, thiourea, guanidine, and substituted anilines producing pyrazoles, isoxazoles, pyrimidines, and quinolines, respectively, in yields ranging from 27 to 87%.
Condensations of α,α'-Dithiobisformamidine with β-Diketones
Kreutzberger, Alfred,Schimmelpfennig, Horst
, p. 532 - 537 (2007/10/02)
In pursuance of attempts to synthesize S - S-analogs of 2,2'-hydrazopyrimidines by condensation of α,α'-dithiobisformamidine (1) with β-diketones, the strong decomposition tendency of 1, accompanied by the deposition of elemental sulfur, becomes apparent.However, in anhydrous ethanol in the presence of potassium carbonate at room temperature, the condensation of 1 with 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione (2) leading to 2,2'-dithiobis (3) can be accomplished.Additionally, in this reaction cleavage of 1 also occours, followed by condensation of a fragment with 2, to form 2-amino-4-trifluoromethyl-5-thiazolyl 2-furyl ketone (4).Application of the same reaction conditions to 1 and 1,1,1-trifluoro-2,4-pentanedione (5) results in the formation of 4-methyl-6-trifluoromethyl-2(1H)-pyrimidinethione (6).
