Benzamide, cyanomethylation

Whether the dianion of azohenzene is able to deprotonate MeCN (pK 31.3) has been discussed [62, 64, 68]. However, on a preparative scale generation of CH2CN takes place at the potential of the second reduction of azohenzene, and reactions initiated by cyanomethylation of benzamide [108], carbonyl compounds (or their Schiff bases) or Q , 8-unsaturated nitriles either present in situ [69, 109] or added subsequently [110-112] have been studied. A mixture of products is normally obtained. 

However, efficient generation of CH2CN takes place at the second reduction potential of azobenzene using MeCN as solvent, which has been used in preparative-scale reactions initiated by cyanomethylation of benzamide [19] carbonyl compounds and a, )6-unsatured nitriles either present in situ [18,20] or added subsequently [21-23]. However, product mixtures are often complex, and although the products indicate the range of acid-base reactions possible, and the reacivity of the species generated, the electrochemical method offers little preparative advantage for these conversions. 

Benzamide, N-(5-chloro-4-((4-chlorophenyl)cyano-methyl)-2-methylphenyl)-2-hydroxy-3,5-diiodo- 5 -Chloro-a -(p-chlorophenyl)-a -cyano-3,5-diiodo-2, 4 -salicyloxylidide N-(5-Chloro-4-((4-chlorophenyl)-cyanomethyl)-2-methylphenyl)-2-hydroxy-3,5-diiodo-benzamide Qosantel Closantelum EINECS 260-967-1 Flukiver R-31520 Seponver. A proprietary preparation containing closantel a veterinary anthelminSc (flukicide). Crystals mp = 217.8 . Janssen Chimica. 

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See also in sourсe #XX -- [ ]

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