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Benzamide is utilized to study the mechanism of photocatalytic decomposition of aqueous solution of acetic acid, acetamide and acetonitrile in the presence of semiconductors. It is used as a nictoinamide-mimic PARP inhibitor and neuroprotectant. Further, it is used to develop a robust screening method to study biotransformations using (+)-gamma-lactamase enzyme. It is also employed in the determination of glycine. In addition to this, it is used as an intermediate in organic synthesis as well as in the production of pharmaceuticals and dyes.
Reduction with lithium aluminum hydride gives benzylamine. By using lithium tris(diethylamino)aluminum hydride (see Diethylamine, A11716), selective reduction to benzaldehyde is possible: Tetrahedron Lett., 32, 6903 (1991).
An exceptionally mild method for dehydration of amides to nitriles by transamidation with acetonitrile in the presence of an aldehyde and formic acid is exemplified by the high yield conversion of benzamide to benzonitrile: J. Org. Chem., 61, 6486 (1996).
Barrett, K. T.; Miller, S. J. Regioselective Derivatizations of a Tribrominated Atropisomeric Benzamide Scaffold. Org. Lett. 2015, 17 (3), 580-583.
Manna, S.; Antonchick, A. P. Organocatalytic Oxidative Annulation of Benzamide Derivatives with Alkynes. Angew. Chem. Int. Ed. 2014, 53 (28), 7324-7327.
Gefahrenhinweise (EU): H302-H341
Harmful if swallowed. Suspected of causing genetic defects.
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