- Nucleophilic Addition to Substituted 1H-4,5-Dihydroimidazolium Salts
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1H-4,5-Dihydroimidazolium salts 1 react readily with nucleophilic reagents originating cyclic products which may be stable or become transformed into acyclic compounds maintaining the structural ethylenediamine unit. With methylmagnesium iodide compound le affords the expected imidazolidine, but in the case of substituted 1-aryl-3-methyl-2-phenyl salts 1b-d the N-aryl-N'-methylethylenediamines 3b-d and acetophenone (4) were isolated, the process representing the transfer of the C-2 unit to a nucleophilic carbon. With alkaline cyanides salts 1 react efficiently affording α,α-diaminonitriles 5. In these compounds the cyano group may be readily substituted by nucleophiles (hydroxyl anion, species with nucleophilic carbon and reagents that act by hydride ion transfer), in a way similar to the salts but with better yields.
- Salerno, Alejandra,Ceriani, Vanina,Perillo, Isabel A.
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p. 709 - 716
(2007/10/03)
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- PREPARATION OF D-PENICILLAMINE. REACTION OF PENILLOIC ACID, PENICILLOIC ACID α-AMIDES AND BENZYLPENICILLIN WITH N,N'-DIPHENYLETHYLENEDIAMINE
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Reaction of benzylpenilloic acid (1) with N,N'-diphenylethylenediamine (2) in mixture of water, acetic acid and toluene under reflux yielded D-penicillamine (4).In a similar way, 4 was also obtained from benzyl- and phenoxymethylpenicilloic acid α-amides (6a-f) and benzylpenicillin potassium salt (13).The structures of the byproducts formed in these reactions were also determined.
- Ogawa, Toshihisa,Tomisawa, Kazuyuki,Sota, Kaoru
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p. 2815 - 2824
(2007/10/02)
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- DIAZOVERBINDUNGEN-67. ELEKTROPHILE DIAZOALKANSUBSTITUTION MIT DONORSUBSTITUIERTEN KATIONEN
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The imidazolinium chloride 8 reacts with diazomethyl compounds 3 (in the presence of an amine) or with metal derivatives of 3 under the formation of the 2-(diazomethyl)imidazolidines 2.Compounds of the same type are received by treatment of the electron-r
- Regitz, M.,Weise, G.,Lenz, B.,Foerster, U.,Urgast, K.,Maas, G.
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p. 499 - 520
(2007/10/02)
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- CONTROLLED CHEMILUMINESCENCE DURING THE OXIDATION OF TETRAARYL-Δ2,2'-BIIMIDAZOLIDINES BY TRIPLET OXYGEN IN THE PRESENCE OF FLUORESCERS
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Tetraaryl-Δ2,2'-biimidazolidines (3) are stable compounds in the solid state.In solution they react with triplet oxygen.In the presence of fluorescers chemiluminescence is observed.The intensity and lifetime of the chemiluminescence depends on the substituents at the aryl groups and on the solvent.
- Roeterdink, F.,Scheeren, J. W.,Laarhoven, W. H.
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p. 2307 - 2310
(2007/10/02)
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