Cyclic diamides. II. Syntheses and polymerizations of perhydro-1,5-diazocine-2,4-dione and its derivatives

One isomer, perhydro-1,5-diazocine-2,4-dione, was obtained exclusively by the double Beckmann-rearrangement reactions of cyclohexane-1,3-dione dioxime. It is suggested that the other possible isomer was decomposed by a transannular reaction. Perhydro-1,5-diazocine-2,4-dione was polymerized in the solid state in the presence of water vapor and produced polytrimethylenemalonamide. Further, this monomer was polymerized in the molten state without water. 7-Methyl- and 7,7-dimethyl-perhydro-1,5-diazocine-2,4-dione were prepared, and the latter was polymerized in molten state. Differential thermal analyses of the monomer and x-ray diffraction measurements of the polymers were carried out.     

Zur Synthese 3,5,6-substituierters-Triazin-2,4-dione

The reaction of N-(2-pyridyl)-carbaminates (3), 1-phenyl-3-(2-pyridyl)-urea (5 a) or alkyl and aryl substituted pyridopyrimidinediones (2) synthesized from 2-amino-pyridine with arylisocyanates (4 a, b) yields 3-aryl substituted pyrido-[1,2-a]-s-triazine-2,4-diones (1). 2-Aminopyridine and azamalonic derivatives (ethoxycarbonyl isocyanate, ethyl iminodicarboxylate) react to give the 3-unsubstituted triazine system (1 c). The isolation of monocyclic triazinediones obtained from the reaction of N-phenylbenzamidine (9) with aryl isocyanate (4 a) or ethoxycarbonyl isocyanate failed because of hydrolytic ring opening. The mechanism of the reaction of 3-substituted pyrido-pyrimidinediones (2) and phenyl isocyanate (4 a) is discussed.     

Thiazolidine-2,4-dione in benzoylation reaction

Chemistry of Heterocyclic Compounds - The direction of the benzoylation reaction of thiazolidine-2,4-dione under the conditions of basic and general acid catalysis was studied. It was shown that...     

Syntheses and Crystal Structures of Two Novel Spiro Compounds Containing 1,5-Dioxaspiro[5.5]undecane-2,4-dione

Two novel spiro compounds,3-benzylidene-1,5-dioxaspiro[5.5]undecane-2,4-dione 1 and 3-(2-fluorobenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 2,have been synthesized and characterized by X-ray single-crystal diffraction,IR and elemental analysis.Compound 1 belongs to the monoclinic system,space group P21/n with a=12.326(3),b=5.6420(11),c=20.089(4),β= 101.79(3)o,C16H16O4,Mr= 272.29,V=1367.7(5)3,Z=4,Dc=1.322g/cm3,F(000)=576,μ(MoKa)=0.095 mm-1,the final R=0.0420 and wR=0.1159.Compound 2 is of monoclinic system,space group P21/n with a=12.283(3),b=5.6367(11),c=20.055(4),β=102.00(3)o,C16H15FO4,Mr=290.28,V=1358.2(5)3,Z=4,Dc=1.420 g/cm3,F(000)=608,μ(MoKa)=0.110 mm-1,the final R=0.0353 and wR=0.0860.     

Polymerization of perhydro-1,5-diazocine-2,6-dione

Perhydro-1,5-diazocine-2,6-dione polymerized in solid state in the presence of water in vapor phase and produced poly-β-alanine almost quantitative yield. Further, this monomer was found to polymerize rapidly on heating above its melting temperature without water. The results of x-ray diffraction measurement and thermal analysis suggest that this solid-state polymerization is like partial melt polycondensation.     

New organic nitrates. I. Synthesis of 1,3-benzoxazine-2,4-dione, 1,3-benzoxazine-2-thion-4-one, 1,3-benzothiazine-2,4-dione and quinazoline-2,4-dione derivatives

The preparation and the physico-chemical characterization of new heterocyclic organic nitrates containing 1,3-benzoxazine-2,4-dione, 1,3-benzoxazine-2-thion-4-one, 1,3-benzothiazine-2,4-dione and quinazo-line-2,4-dione moieties, are reported.     

Pentane-2,4-dione complexes of technetium99

Summary Pentane-2,4-dionatotechnetium⁹⁹ complexes of the type PPh₄[TcX₄(acac)], TcBr₃(acac)PPh3, TcX₂(acac)₂, TcX₂ (acac) (PPh₃)₂, TcX(acac)₂ PPh₃ and Tc(acac)₃ (X=Cl or Br) have been prepared and characterized. Where possible, their configurations have been determined from elemental analyses, conductivity and magnetic susceptibility measurements, and by i.r. and u.v.-visible spectroscopy.     

Reactions of 1,5-diphenyl-2,4-dimethyl-1,5-pentanedione with hydrogen sulfide

1,5-Diphenyl-2,4-dimethyl-1,5-pentanedione reacts with hydrogen sulfide in the presence of boron trifluoride etherate or 70% perchloric acid to give the corresponding thiapyrylium salts and 2,6-diphenyl-3,5-dimethyldihydrothiopyran; complete disproportionation to give 2,6-diphenyl-3,5-dimethylthiacyclohexane and 2,6-diphenyl-3,5-dimethylthiapyrylium bromide occurs in the presence of hydrogen bromide. The possibility of catalytic hydrogenation in the presence of 10% Pd/C of compounds with a thiopyran ring was established.     

四氢2,4-二取代-1,5-苯并二氮杂草的高效薄层色谱

随着药物化学的进展,苯并含氮或含硫的七员杂环化合物受到越来越多的关注^[1.2]。这类化合物具有一定的生理活性,它们的立体化学及反应过程都是很有意思的。     

Synthesis of cis-1,5-Dimethyl-2,4-dinitro-2,4-diazabicyclo[3.1.0]hexan-3-one and cis-1,5-dimethyl-2,4-dinitro-2,4-diazabicyclo[3.2.0]heptan-3-one

cis-1,5-Dimethyl-2,4-dinitro-2,4-diazabicyclo[3.2.0]heptan-3-one and cis-1,5-dimethyl-2,4-dinitro-2,4-diazabicyclo[3.1.0]hexan-3-one were both synthesized in three steps each from a common precursor, 1,3-diacetyl-4,5-dimelhyl-4-imidazolin-2-one.     

1,5-Dimethyl-2,3,3,4-Tetrachloro-1,5-Diaza-2,4-Diphosphorinan-6-One and some derivatives

A synthesis of C-chlorinated analogues of 1,5-diaza-2,4-diphosphorinan-6-ones is described. The P-chlorophosphine 3 , a key compound for all reported substitution reactions, reacts in an unusual way with N,N′-dimethyl-N,N′-bis(trimethylsilyl)urea to give the unsymmetrical product 5 , the formation of which is accounted for by a silatropy of the intermediate compound 4 . Compound 5 is stable in solution but rearranges quantitatively into isomer 6 without solvent at room temperature. Compound 3 , its fluoro derivative 9 , and the alkoxy derivatives 10a–d exist as cis-and trans-isomers. Some stereochemical aspects, as well as the possibility of 1,2-chlorotropy, are discussed.     

Synthesis of a 1,3,5-benzotriazepine-2,4-dione based library

A library of benzotriazepines have been synthesised employing microwave-mediated synthesis, supported resins and parallel synthesis methodology.