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Benzaldehyde oxime undergoes Beckmann rearrangement to form benzamide, catalyzed by nickel salts [3] or photocatalyzed by BODIPY. [4] Its dehydration yields benzonitrile. It can be hydrolyzed to regenerate benzaldehyde. [5]
Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. [3] It is a precursor to diphenylmethanimine via reaction with phenylmagnesium bromide followed by methanolysis.
Print/export Download as PDF; Printable version; In other projects ... Ammonium benzoate can be dehydrated to form benzamide. References
Benzamide is an organic compound with the chemical formula of C 7 H 7 NO. It is the simplest amide derivative of benzoic acid . In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals. [ 5 ]
synthesis of benzamide from benzoyl chloride and a phenethylamine; synthesis of flutamide, a nonsteroidal antiandrogen; acylation of a benzylamine with acetyl chloride (acetic anhydride is an alternative) In the Fischer peptide synthesis (Emil Fischer, 1903), [6] an α-chloro acid chloride is condensed with the ester of an amino acid.
Hippuric acid, the benzamide derivative of glycine, cyclizes in the presence of acetic anhydride, condensing to give 2-phenyl-oxazolone. [3] This intermediate also has two acidic protons and reacts with benzaldehyde, acetic anhydride and sodium acetate to a so-called azlactone. This compound on reduction gives access to phenylalanine. [4]
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The Hinsberg reaction is a chemical test for the detection of primary, secondary and tertiary amines.The reaction was first described by Oscar Hinsberg in 1890. [1] [2] In this test, the amine is shaken well with the Hinsberg reagent (benzenesulfonyl chloride) in the presence of aqueous alkali (either KOH or NaOH).