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Amide reduction is a reaction in organic synthesis where an amide is reduced to either an amine or an aldehyde functional group. [ 1 ] [ 2 ] Catalytic hydrogenation
The Hofmann rearrangement (Hofmann degradation) is the organic reaction of a primary amide to a primary amine with one less carbon atom. [1] [2] [3] The reaction involves oxidation of the nitrogen followed by rearrangement of the carbonyl and nitrogen to give an isocyanate intermediate.
In this context, the reaction is also known as Saytzeff's isocyanide test. [2] In this reaction, the analyte is heated with alcoholic potassium hydroxide and chloroform. If a primary amine is present, the isocyanide (carbylamine) is formed, as indicated by a foul odour. The carbylamine test does not give a positive reaction with secondary and ...
Amide reduction: Amines, aldehydes Reagent: lithium aluminium hydride followed by hydrolysis Vilsmeier–Haack reaction: Aldehyde (via imine) POCl 3, aromatic substrate, formamide Bischler–Napieralski reaction: Cyclic aryl imine: POCl 3, SOCl 2, etc. Tautomeric chlorination: Imidoyl chloride: Oxophilic halogenating agents, e.g. COCl 2 or SOCl 2
In organic chemistry, the Schmidt reaction is an organic reaction in which an azide reacts with a carbonyl derivative, usually an aldehyde, ketone, or carboxylic acid, under acidic conditions to give an amine or amide, with expulsion of nitrogen.
The Leuckart reaction is the chemical reaction that converts aldehydes or ketones to amines. The reaction is an example of reductive amination. [1] The reaction, named after Rudolf Leuckart, uses either ammonium formate or formamide as the nitrogen donor and reducing agent. It requires high temperatures, usually between 120 and 130 °C; for the ...
The secondary amide 1 reacts via its enolized form with phosphorus pentachloride to form the oxonium ion 2. This produces a chloride ion which deprotonates the oxonium ion to form and imine 3 and hydrogen chloride. These then react with one another to form an amine, with loss of the phosphorus chloride residue.
The amide will serve as a nucleophile for the cyclization forming the azlactone 4. Deprotonation and acylation of the azlactone forms the key carbon-carbon bond. Subsequent ring-opening of 6 and decarboxylation give the final keto-amide product. [9] [10] The mechanism of the Dakin-West reaction