208724-68-9Relevant academic research and scientific papers
Selective monoformylation of 1,3-diaminopropane derivatives
Orelli, Liliana R.,Garcia, Maria B.,Niemevz, Fernando,Perillo, Isabel A.
, p. 1819 - 1833 (2007/10/03)
A general procedure for regiospecific construction of N-aryl-N'-formyl- 1,3-diaminopropanes 2 (R=H) by selective monoformylation of N-(3- aminopropyl)arylamines 1 is described. Compounds 1 are readily obtained with high yields by aminolysis of 3-bromoprop
Synthesis and properties of 1-aryl-2-alkyl-1,4,5,6- tetrahydropyrimidines
Orelli, Liliana R.,Niemevz, Fernando,Garcia, Maria B.,Perillo, Isabel A.
, p. 105 - 112 (2007/10/03)
A general method is described for the synthesis of 1-aryl-2-alkyl- 1,4,5,6-tetrahydropyrimidines 1, by cyclization of N-acyl-N'- aryltrimethylenediamines 2 with trimethylsilyl polyphosphate. Precursors 2 were obtained by aminolysis of the corresponding N-(3-bromopropyl)arnides 3. The 1H nmr spectra of tetrahydropyrimidines 1 are analyzed, discussing the influence of substituents in positions 1 and 2 of the heterocyclic ring. Alkaline hydrolysis of compounds 1, which originates exclusively N-acyl-N'- aryltrimethylenediamines 2, through an intermediate carbinolamine, was also studied. Cleavage of such an intermediate is discussed in the light of the stereoelectronic control theory. Reduction of compounds 1 with borane, leads regiospecifically to N-alkyl-N'-aryltrimethylenediamines 6.
A convenient synthesis of unsymmetrical N,N'disubstituted α,ω- diaminoalkanes
Orelli, Liliana R.,Salerno, Alejandra,Hedrera, Monica E.,Perillo, Isabel A.
, p. 1625 - 1639 (2007/10/03)
A general procedure is described for regiospecific construction of unsymmetrical N-alkyl (or aralkyl)-N'-aryl-α,ω-diaminoalkanes 3 (n=2,3,4) by reduction of N-(ω -arylaminoalkyl)amides 2 with borane. Compounds 2 are readily obtained by condensation of N-(
