623-49-4Relevant articles and documents
Synthesis of glycidyl-5-(carboxyethyl-1H-tetrazole)polymer and 1,2-bis(5-carboxyethyl-1H-tetrazolyl)ethane as polymeric precursor
Betzler, Franziska M.,Klapoetke, Thomas M.,Sproll, Stefan M.
, p. 509 - 514 (2013)
The synthesis of the nitrogen-rich glycidyl-5-(carboxyethyl-1H-tetrazole) polymer (4) by the reaction of glycidyl azide polymer (GAP) and ethyl cyanoformate (2) is described. Moreover, the polymer precursor 1,2-bis(5-carboxyethyl-1H-tetrazolyl)ethane (3), containing two tetrazole moieties, was obtained by reacting compound 2 and 1,2-diazidoethane (1). The substances were characterized by using vibrational spectroscopy (IR), mass spectrometry, as well as multinuclear NMR spectroscopy. Compound 3 was additionally characterized by single-crystal X-ray diffraction measurements. The thermal stability of 3 was determined by differential scanning calorimetry, which reveals that this compound is a highly stable molecule. Synthesis of highly thermally stable energetic nitrogen-rich polymers incorporating tetrazole heterocycles and the corresponding polymer precursor is reported. Complete structural and spectroscopic characterization including IR and multinuclear NMR spectroscopy and mass spectrometry, as well as single-crystal X-ray diffraction analysis of 1,2-bis(5-carboxyethyl-1H-tetrazolyl)ethane, was accomplished. Copyright
SYNTHESIS OF THE ETHYL ESTER OF THE MONONITRILE OF MALONIC ACID BY THE CATALYTIC CARBONYLATION OF THE BENZENESULFONYLOXYACETONITRILE
Lapidus, A. L.,Pirozhkov, S. D.,Tumanova, A. R.,Koksharova, T. G.,Volkova, N. V.,et al.
, p. 178 - 180 (1992)
A new method has been developed for the synthesis of the ethyl ester of the mononitrile of malonic acid by the carbonylation of benzenesulfonyloxyacetonitrile in absolute ethanol in the presence of cobalt carbonyl.The yield of the desired product was 30 percent with 60-90percent conversion of the starting compound.The effects of temperature, pressure, and reaction time was studied. Keywords: carbonylation, dicobalt octacarbonyl, benzenesulfonyloxyacetonitrile, ethyl ester of the mononitrile of malonic acid.
Detrifluoroacetylation of 4,4,4-trifluoro-3,3-dihydroxy-2-(hydroxyimino)butan-1-ones as a convenient synthetic strategy for acyl cyanides Dedicated to Academician Valery N. Charushin on his 65th birthday.
Bazhin, Denis N.,Kudyakova, Yulia S.,Nemytova, Natalia A.,Burgart, Yanina V.,Saloutin, Victor I.
, p. 28 - 32 (2016/05/02)
A reaction reinvestigation of fluorinated 1,3-dicarbonyl compounds with NaNO2 in acidic conditions revealed the formation of corresponding 1,1,1-trifluoro-3-hydroxyimino-butan-2,4-diones which predominantly isolated as hydrates. A novel synthesis of ethoxy-, alkyl-, (het)aryl substituted carbonylcyanides via acid-catalyzed detrifluoroacetylation of obtained 2-hydroxyimino derivatives of 1,3-dicarbonyl compounds was described.
Synthetic route to isotopically labelled-oxamate
Siwek, Agata,Trotsko, Nazar,Wujec, Monika,Kaminski, Rafal,Paneth, Piotr
experimental part, p. 344 - 344 (2012/06/04)
Since none of the available methods was suitable for the synthesis of isotopically labelled oxamate, a new procedure has been developed in our laboratory, based on the known procedures, but with substantial modifications. The method is convenient and gives reproducibly 17% yield based on KCN used. The strategy is considered suitable for labelling oxamate with 15N and 13C or 14C when starting with labelled KCN and can be easily modified for the synthesis of 18O-carbonyl-labelled oxamate. Copyright 2011 John Wiley & Sons, Ltd. Synthesis route to sodium oxamate labelled with various isotopes has been proposed. Copyright
Theoretical, structural, vibrational, NMR, and thermal evidence of the inter- versus intramolecular hydrogen bonding in oxamides and thiooxamides
Desseyn,Perlepes,Clou,Blaton,Van Der Veken,Dommisse,Hansen
, p. 5175 - 5182 (2007/10/03)
This contribution describes the study of hydrogen bonding in secondary oxamides, monothiooxamides, and dithiooxamides by ab initio calculations, X-ray diffractions, NMR spectra, thermal analysis, and variable-temperature infrared and Raman spectroscopy. The results can all be interpreted as a function of the change in the strength and the nature of the hydrogen bonding by substituting oxygen for sulfur in the series CH3-HNCOCONHCH3, CH 3HNCSCONHCH3, CH3HNCSCSNHCH3 and by changing the steric influence of the alkyl group in a series of oxamides (RHNCOCNHR; R = CH3, C2H5, iC3H 7, tC49).
Flash vacuum pyrolysis of 3-oxo-2-arylhydrazonopropanals and related derivatives
Ibrahim, Yehia A,Kaul, Kamini,Al-Awadi, Nouria A
, p. 10171 - 10176 (2007/10/03)
Flash vacuum pyrolysis (FVP) of 3-oxo-2-arylhydrazonopropanals at 500°C and 0.02 Torr yielded the corresponding derivatives of anilines, N-formylanilines, N-benzoylanilines and benzoylnitriles. Similar FVP of phenylhydrazonomalononitrile, phenylhydrazonoa
Reaction of stabilised phosphorus ylides with nitrogen dioxide
Aitken, R. Alan,Karodia, Nazira
, p. 251 - 254 (2007/10/03)
The reaction of the stabilised ylides 14-23 with an excess of NO2 in CH2Cl2 at room temperature gives different results depending on the structure of the starting ylide. The monacyl ylides 14-16 give the corresponding α-oxo nitriles 4 together with Ph3PO · HNO3 (24) which has been fully characterised for the first time. Under the same conditions, the ylide 18 gives 2,4-dinitrobenzonitrile (26), Ph3PO, and benzoic acid. The other ylides examined all give 24 together with a variety of other products.
Process for producing cyanoformate esters
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, (2008/06/13)
Alkyl, aralkyl or aryl cyanoformate esters having from one to 20 carbon atoms are prepared by anhydrously reacting stoichiometric amounts of the corresponding alkyl, aralkyl or aryl haloformate and an organosilyl nitrile in the presence of a catalytic amount of a tertiary amine base, preferably 1,4-diazabicyclo?2.2.2!octane, in the absence or presence of an inert solvent. The reaction is conducted at a temperature of from about -30° C. to 70° C., preferably at from about 5° C. to 30° C.
Phosphane alkylenes, 55. Reactions of alkylidenetriphenylphosphoranes with nitrating reagents
Bestmann, Hans Juergen,Kamberger, Werner,Roeder, Thomas,Zimmermann, Reiner
, p. 845 - 851 (2007/10/03)
The reaction of phosphonium ylides 1 with N2O4 (2) is strongly influenced by the natur of the substituents of the starting ylide. Formation of α-nitro-α-nitrosoalkanoates 8, nitrolic acid 11, and nitriles 13 was realized. Nitration at the phenyl group of benzylidenephosphoranes 24 or at the γ-position of allylidenephosphoranes 30 accompanied by transylidation and oxidation processes leads to the formation of nitro-substituted ylides 26 and 32, respectively. Strongly basic ylides and ethyl nitrate (34) undergo complex reactions as is shown in the formation of the aziridinyl-substituted ylide 40 from ethylidenetriphenylphosphorane (9) and 34. Allylidenetriphenylphosphoranes 41 are nitrated by ethyl nitrate (34) at the γ-position affording (γ-nitroallylidene)triphenylphosphoranes 43, from which nitro dienes 45 are available. In the reaction of 1-(dimethylamino)-2-nitroethylene (46) with phosphonium ylides nitro-vinylation of the starting ylide takes place. VCH Verlagsgesellschaft mbH, 1996.
The crystal structure and vibrational spectra of potassium oxathioamidate
Hereygers, Marleen L.B.F.,Desseyn, Herman O.,Perlepes, Spyros P.,Verhulst, Koen A.F.,Lenstra, Albert T.H.
, p. 181 - 188 (2007/10/02)
The crystal and molecular structure determination of the title compound, K-SO2NC2H2, Mr = 143.21, (1) is part of a series of determinations of N-substituted oxathioamidates.The structure has been refined using single-crystal X-ray diffraction data measured at 295 K .The crystals are orthorhombic, space group Pn21a, Z = 8, with cell dimensions: a = 11.399(2) Angstroem, b = 22.131(2) Angstroem, c = 4.021(1) Angstroem, V = 1014.5(7) Angstroem3.Dcalc. = 1.875 mg m-3, Dobs = 1.600 mg m-3, F(000) = 576, μ = 13.14 cm-1.The final agreement factors for 1979 observed reflections 3?(I)> were: R = 0.062 and Rw = 0.067.The vibrational spectra confirm the geometrical differences between the two thiooxamidate molecules.KEY WORDS: Potassium oxathioamidate.
