Benzal aniline

In 1964 it was shown by Becker8 that the condensation of phenyl p-tolyl sulfone to p-phenylsulfonyl stilbene (5) proceeded more readily and in improved yield when the reaction was carried out using benzal-aniline rather than benzaldehyde.9 This original observation was... 

Only qualitative information is available about the action of catalysts on 1,3-cycloadditions. Reactions of diazomethane with benzal-anilines were carried out in dioxane containing a few percent of water or methanol, but the efficacy of such catalysts was not measured . Cycloadditions of nitrile oxides to acetylenic dipolarophiles were found to give better results, on the preparative scale, in the presence of traces of alkalies . However it has been discovered that in some instances the direct 1,3-cycloaddition is accompanied by a mechanism of addition with hydrogen shift, giving rise, from acetylenes of the type R-C=C-H, to acetylenic oximes, which in alkaline medium easily rearrange to isoxazoles . This may explain, at least in part, the better yields of isoxazolic adducts obtained in the presence of bases. 

Bruni demonstrates in an analogous way the connection between crotonic acid and butyric acid the trans-form is indicated for crotonic acid and the cis-form for isocrotonic acid. He further deduced, from the isomorphism of stilbene, benzal aniline and azobenzene with dibenzil, the transconfiguration of these compounds x-ray examination clearly confirmed the trans-form for stilbene. If it is possible in this way to establish the position of the unknown double bond in a known aliphatic chain, it is possible conversely, from a knowledge of the olefine configuration, to determine the configuration of the paraffin crystallizing with it. 

A stirred mixture of 4-(ethylbenzylamino)-4 -methylazobenzene, p-dbloro-(p-phenyl-benzal)aniline, powdered KOH, and dimethylformamide... 

Initial investigations in the Mannich-type reaction of silyl enolates with benzal-dehyde and aniline employed a series of bismuth(III) salts (Scheme 9, Table 10). These results were promising because the corresponding (l-amino ketone could be obtained in moderate to good yield with bismuth halides, except bismuth fluoride (Table 10, entries 1 1). Bismuth nitrate smoothly afforded the expected product (Table 10, entry 5). While bismuth acetate gave no conversion, bismuth trifluor-oacetate provided the product in only moderate yield (Table 10, entries 6 and 7). Phenyl bismuth ditriflate and diphenyl bismuth triflate appeared to be more efficient catalysts than all those previously tested (Table 10, entries 8 and 9). Bismuth(III) triflate led to the expected product in a good yield and in a short reaction time, without any difference between the anhydrous and the hydrated form (Table 10, entries 10 and 11). 

From an environmental point of view, it is desirable to minimize the amount of waste for each organic transformation. We chose the reaction between benzal-dehyde, aniline, and (1-phenylvinyloxy) trimethylsilane to study the effect of recycling the catalyst solution for subsequent runs. As the corresponding (S-aminoketone was insoluble in acetonitrile, it could be easily recovered by simple filtration. The catalyst solution was recycled for subsequent cycles. Up to four runs could be achieved without noticeable decrease in yield (Scheme 14). 

The leuco-base of malachite green from benzal-dehyde and dimethyl-aniline ... 

General Aniline Process for the Manufacture of Benzaldehyde or Substituted Benzaldehyde from the Corresponding Benzal Chloride 1962 GB 899,953... 

Synonyms Ammonium, (4-(p-(dimethylamino)-a-phenylbenzylidene)-2,5-cyclohexadien-1-ylidene) dimethyl-, chloride Aniline green Benzaldehyde green Benzal green China green... 

Dicobalt octacabonyl does in -fact catalyse the reaction o-f aldehydes with Isocyanates to give the corresponding Schi-f-f bases [ill]. However control experiments with PhN02 and C2H5OH in place o-f benzal dehyde, in the same experimental conditions, yielded but small amounts o-f the urethane << lOX and urea << 5X) derivatives. The major product was aniline [Pg.129]

From the many possibilities of polarographic determination of organic compounds for the sake of brevity the following few substances may be enumerated acetaldehyde (and aliphatic and aromatic aldehydes,) acetophenone, acridine-compounds, aromatic amines, aniline, benzidines, benzal-dehyde, benzene and its homologues (after nitration) chlorphenols, nitrobenzene and nitro compounds in general, phenols (after nitration,) phthalic acid, polychlorinated biphenyls, methacrylates, naphthylamines, etc. 

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