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[Condensation of N-alkyl-o-phenylendiamine With Ethyl Benzoylacetate]

[Condensation of N-alkyl-o-phenylendiamine With Ethyl Benzoylacetate]

R Pennini, A Tajana, D Nardi

Farmaco Sci. 1976 Feb;31(2):120-5.

PMID: 1261663

Abstract:

By reaction in hot xylene of ethyl benzoylacetate with N-methyl-o-phenylenediamine (I a) and N-benzyl-o-phenylenediamine (I b) three five-membered ring compounds and one seven-membered ring compound were obtained. Compounds isolated were: 1-alkyl-2-phenacylbenzimidazoles (III), 1-alkyl-2-phenylbenzimidazoles (V), 1-alkyl-2-methylbenzimidazoles (VI) and 1-alkyl-4-phenyl-1,3-dihydro-2H-1,5-benzodiazepine-2-ones (IV). In the reaction with N-benzyl-o-phenylenediamine we isolated also the N-benzyl-2-benzoylacetamidoaniline (II b), which by further heating in xylene gave (IV b). The structures of compounds were elucidated from their chemical reactivity and their N.M.R. and I.R. spectra.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP94020	Ethyl benzoylacetate		94-02-0	Price

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