79230-03-8Relevant academic research and scientific papers
REACTIONS OF METHYL 3-ARYL-2-PROPYONATES WITH NUCLEOPHILIC NITROGEN COMPOUNDS
Moussa, G. E. M.,Basyouni, M. N.,Fouli, F. A.,Kandeel, K. A.
, p. 167 - 174 (2007/10/02)
Benzylamine reacts with methyl 3-phenyl-(IVa) and methyl 3-(p-methoxyphenyl)-(IVb)2-propynoates to give the corresponding N-benzyl-3-aryl-2-propynoic amides (Va and b).On the other hand, methyl 3-(p-chlorophenyl)-2-propynoate (IVc) give methyl (Z)-β-benzylamino-p-chlorocinnamate (VIa). p-Methylaminobenzene and p-methoxyaminobenzene react with IVa-c to give the corresponding methyl (Z)-β-(arylamino)cinnamates (VIb-g).Similarly, o-phenylenediamine gave with IVc, methyl (Z)-β-(o-aminoanilino)-p-chlorocinnamate (VII).Benzoylhydrazine reacts with IVa and b to give the corresponding 1H-3-aryl-1-benzoyl-5-hydroxypyrazole (VIIIa and b); VIIIa was converted into the known 3-phenylpyrazol-5-one by the action of concentrated hydrochloric acid.Benzamidine hydrochloride and IVa-c in the presence of aqueous sodium carbonate give the correesponding methyl (Z)-β-benzamidinocinnamates (IXa-c).
