27472-10-2Relevant academic research and scientific papers
Reactions of Aryliminodimagnesium with Some N,N-Dimethylcarboxamides and Benzonitriles Affording Various Types of Amidines. Correction of Previous Results on Formamidine Formation from N,N-Dimethylformamide
Okubo, Masao,Tanaka, Mikio,Murata, Yuri,Tsurusaki, Nobuyuki,Omote, Yasumasa,et al.
, p. 1965 - 1968 (2007/10/02)
Some symmetrical and unsymmetrical form- and benzamidines were prepared by the reaction of ArN(MgBr)2 with Ar'CN, HCONMe2 and related compounds in tetrahydrofuran.
AMIDINES. PART 13. INFLUENCE OF SUBSTITUTION AT IMINO NITROGEN ATOM ON pKa VALUES OF N1N1-DIMETHYLACETAMIDINES
Oszczapowicz, Janusz,Raczynska, Ewa
, p. 1643 - 1646 (2007/10/02)
20 N1N1-Dimethylacetamidines containing alkyl, aralkyl, or substituted phenyl groups have been synthesized, and their pKa values in 95.6percent ethanol (azeotrope) measured.The pKa values obtained were correlated with Hammett ? constants.The applicability of various ? values is discussed, and it is shown that for substituents at nitrogen ?o values should be used.It has also been shown that the pKa values of amidines correlate well with the pKa values of corresponding primary amines, and that this correlation can serve for the prediction of the pKa of amidine.Comparison of the correlations for N1N1-dimethylacetamidines with those for N1N1-dimethylformamidines indicate that sensitivity of the amidine group to substitution at the imino nitrogen atom depends to a considerable degree on substitution at a functional carbon atom.
