27159-75-7Relevant academic research and scientific papers
Novel synthesis of 1-substituted-4-imidazolecarboxylates via solvent-free cycloaddition reaction between formamidines and isocyanides
Cao, Han,Bie, Fu-sheng,Liu, Xue-jing,Han, Ying,Ma, Jie,Shi, Yi-jun,Yan, Peng,Sun, Chao-yue,Wang, Hai-meng
, (2020/04/27)
A simple and efficient protocol for cyclization between formamidines and ethyl isocyanoacetate has been described in the absence of metal catalyst and solvent. A series of 1-substituted-4-imidazolecarboxylates were synthesized in moderate to good yields with DABCO as base additive.
Chromatographic and chromato-mass spectral characterization of amino acids derivatives formed via the interaction with dimethyl acetal of dimethylformamide
Zenkevich,Pushkareva
, p. 1920 - 1928 (2015/10/12)
A series of amino acids have been converted into the derivatives via interaction with dimethylformamide dimethyl acetal for gas chromatography identification. The derivatives have been for the first time characterized with mass spectra and retention indices corresponding to the standard nonpolar polydimethylsiloxane stationary phases. Basic features of mass spectroscopic fragmentation of the derivatives have been stated; the rules for interpretation of their gas chromatography retention indices have been figured out, including the additive scheme elements.
Unexpected route for the synthesis of N,N-dialkyl formamidines using phenyl chloroformate and N,N-dialkyl formamides
Kwak, Se Hun,Gong, Young-Dae
, p. 7107 - 7111 (2013/07/26)
An unexpected route for the synthesis of N,N-dialkyl formamidines has been reported by the reaction of amines with N,N-dialkyl formamides and phenyl chloroformate.
AMIDINES.PART XI. BASICITY OF N1,N1-DIMETHYLFORMAMIDINES
Oszczapowicz, Janusz,Raczynska, Ewa
, p. 419 - 428 (2007/10/02)
The pKa values of twenty four N1,N1-dimethyl-N2-phenyl- and N1,N1-dimethyl-N2-alkyl-formamidines in 95.6percent ethanol (azeotrope) at 25+/-0.2 degC have been measured by the potentiometric method.The pKa values of N2-phenyl derivatives obey Hammett equation and obtained ρ value is ca. 2/3 of that for symmetrically disubstituted N,N'-diphenylformamidines.It is shown that there is a good correlation, common for both N2-alkyl as well as for N2-aryl formamidines between pKa values of dimethylformamidines and pKa of corresponding primary amines.The slope of this correlation line is also ca. 2/3 of that for symmetricall y disubstituted N,N'-dialkyl- and N,N'-diarylformamidines.Experimental conditions securing reliable results of pKa determinations by potentiometric method in ethanol are discussed.
Orthoamides, XXXII. - Reactions of tert-Butoxy-N,N,N',N'-tetramethylmethanediamine with NH- and CH-acidic Compounds
Kantlehner, Willi,Wagner, Fritz,Bredereck, Hellmut
, p. 344 - 357 (2007/10/02)
tert-Butoxy-N,N,N',N'-tetramethylmethanediamine (1) reacts with N-formylglycine ethyl ester (2) and with N-formyl-β-alanine ethyl ester (9) to form the aminomethylene compounds 3 and 10, respectively.Glycine ester is aminomethylenated by 1 at the acidic NH2 group to give the amidine 6.Dimethylaminoformaldehyde dimethyl acetal (5) is also suitable for this reaction.On reaction with 1 the compounds 3 as well as 6 yield the amidine 4.N-Monosubstituted formamides are transformed by 1 into formamidines 13.Reaction of isocyanoacetate 17 and 1 affords the enamine 18, whereas reaction of benzyl isonitrile with 1 gives the amidine 19. 2-Alkyl-Δ2-oxazolines 21, carboximidates 23, 25, and amidines 27 are aminomethylenated by 1 to yield the products 22, 24, 26, and 28, respectively.The vinylogous guanidinium salt 34 is obtained by reaction of 1 with N,N,N',N'-tetramethylacetamidinium tetrafluoroborate (31a).Phosphonates 36 react with 1 to afford the enamines 37.The reaction of 1 on ethyl trimethylsilylacetate (39) gives rise to formation of ethyl 3-dimethylaminoacrylate (11).
