56503-39-0Relevant academic research and scientific papers
Inelastic neutron scattering (INS) study of low frequency vibrations and hydrogen bonding of (E)-2-hydroxyimino-2-cyanoacetic acid ethyl ester
Rachwalska,Natkaniec,Ho?derna-Natkaniec,Urbanek,Zborowski
, p. 183 - 216 (2011)
The title unsubstituted (normal) (E)-2-hydroxyimino-2-cyanoacetic acid ethyl ester (the abbreviated name: (E)-2-cyanoethyl ester-2-oxime or 2-oxime) and its 2-deuterated analogue have been prepared and characterized using infrared, Raman and inelastic, incoherent neutron scattering (IINS) spectroscopy. Molecular structures (molecular conformations) of the compounds are proposed for the vapour state. Four molecular conformers, namely two pairs of the s-cis, s-trans rotational isomers (rotamers) from six lower energetic conformations of E-2-hydroxyimino-2-cyanoacetic ethyl ester, are predominating for the single molecule of the compound. They amount together to almost 100% of the conformational populations of both rotational isomers as it was theoretically calculated using DFT (B3LYP) method with 6-311G++(d,p) basis set. Additionally dimers of 2-oxime were considered using B3LYP/6-31G* method in order to improve the results obtained for single molecule. In both parent (=N-OH) and deuterated (=N-O-D) molecules of the (E)-2-ethylcyano ester-2-oxime respectively, extra bands corresponding primarily to hydrogen (deuterium) bond vibrations (γ -bending out of plane of hydrogen bond, σ-stretching of hydrogen bond bridge, δ-bending in plane of hydrogen bond, λ-bending of hydrogen bond bridge have been identified, namely σ (N-O-H?O) at 132.8, 212.5, 279, 358.7, 424, 448, 523.6, 872, γ (N-O-H?O) at 334, 564, 592, 745, 820, δ (N-OH?O) at 1461, 1600, 1862 cm-1 in the low temperature IINS spectrum, whereas the frequency at 365 cm-1 has been assigned as the out of plane (o.o.p.) (γO-D?O) vibrational mode. Formation of the O-H?O hydrogen bridge is reflected in shifting of the bands of the stretching and bending vibrations of OH group as well as arising of the bridge vibrations in the low frequency range. Moreover, equilibrium geometries and all harmonic vibrational frequencies of the (E)-2-cyano ethyl ester-2-oxime molecules with potential energy distribution (PED) were also calculated by means of the above mentioned theoretical programs. by Oldenbourg Wissenschaftsverlag, Mu?nchen.
Thiazole-4-carboxyamide derivatives
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Page/Page column 37, (2008/06/13)
The present invention is concerned with novel thiazole 4-carboxyamide derivatives of the general formula (I) and with methods for the preparation thereof, which compounds are useful as metabotropic glutamate receptor antagonists: wherein R1 to R4 are as defined in the specification.
Method for preparing 5-amino-1,2,4-thiadiazol acetic acid derivatives
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, (2008/06/13)
The invention provides useful intermediates as acylating agents for preparing 7-acylaminocephalosporin compounds which show excellent antimicrobial activities. More particularly, the present invention relates to a process for preparing 5-amino-1,2,4-thiadiazole acetic acid derivatives.
SYNTHESE DE 1,2,3-TRIAZOLINES PAR CYCLOADDITION DIPOLAIRE-1,3 DE DIAZOALCANES A DES ESTERS D'OXIMES
Perrocheau, J.,Carrie, R.
, p. 749 - 760 (2007/10/02)
Oximino-cyanacetic or malonesters 1, 2, 3 and 4 lead with diazoalcanes RCHN2 (R = H, CH3, Ph) to 1,2,3-triazolines.These triazolines present a low stability, however they are obtained crystallized with good yields.They are fully characterized and orientation of the cycloaddition is established.
Method for the production of aminocyanoacetamide
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, (2008/06/13)
A large-scale industrial process for the production of aminocyanoacetamide is disclosed. A starting material is cyanoacetic acid ester, which is treated with a nitrous acid in a first step to a corresponding hydroxy-iminocyanoacetic acid ester. The hydroxy-iminocyanoacetic acid ester is then hydrogenated and, in a following step, treated with ammonia for obtaining the final product aminocyanoacetamide.
SYNTHESES OF CHIRAL C=N DIENOPHILES : SULFONYLOXYIMINOMALONONITRILE AND ALKYL SULFONYLOXYIMINOCYANOACETATES
Blanco, Jose M.,Caamano, Olga,Eirin, Ana,Fernadez, Franco,Medina, Lucia
, p. 923 - 930 (2007/10/02)
High yield syntheses of one chiral sulfonyloxyiminomalononitrile and four alkyl sulfonyloxyimonocyanoacetate derivatives (3a-e), to be used in asymmetric hetero-Diels-Alder additions, are described.
