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Upon workup by acidic hydrolysis the primary amine is liberated as the amine salt. [11] Alternatively the workup may be via the Ing–Manske procedure, involving reaction with hydrazine. This method produces a precipitate of phthalhydrazide (C 6 H 4 (CO) 2 N 2 H 2) along with the primary amine: C 6 H 4 (CO) 2 NR + N 2 H 4 → C 6 H 4 (CO) 2 N 2 ...
Secondary amines can react with DCM to yield an equilibrium of iminium chlorides and chloromethyl chlorides, which can react with a second equivalent of the secondary amine to form aminals. [23] At increased temperatures, pyridines including DMAP , react with DCM to form methylene bispyridinium dichlorides. [ 24 ]
Primary aromatic amines yield diazonium ions in a solution of sodium nitrite. Upon heating this solution with copper(I) chloride, the diazonium group is replaced by -Cl. This is a comparatively easy method to make aryl halides as the gaseous product can be separated easily from aryl halide. When an iodide is to be made, copper chloride is not ...
Reductive amination (also known as reductive alkylation) is a form of amination that converts a carbonyl group to an amine via an intermediate imine. The carbonyl group is most commonly a ketone or an aldehyde. It is a common method to make amines and is widely used in green chemistry since it can be done catalytically in one-pot under
By reaction with tertiary amines, long-chain alkyl bromides such as 1-bromododecane, give quaternary ammonium salts, which are used as phase transfer catalysts. [ 9 ] With Michael acceptors the addition is also anti-Markovnikov because now a nucleophilic X − reacts in a nucleophilic conjugate addition for example in the reaction of HCl with ...
Amine alkylation (amino-dehalogenation) is a type of organic reaction between an alkyl halide and ammonia or an amine. [1] The reaction is called nucleophilic aliphatic substitution (of the halide), and the reaction product is a higher substituted amine. The method is widely used in the laboratory, but less so industrially, where alcohols are ...
In organic chemistry, hydroamination is the addition of an N−H bond of an amine across a carbon-carbon multiple bond of an alkene, alkyne, diene, or allene. [1] In the ideal case, hydroamination is atom economical and green. [2] Amines are common in fine-chemical, pharmaceutical, and agricultural industries.
The weight of the salt byproduct is greater than the weight of the amine. [12] In the laboratory, the Ritter reaction suffers from the necessity of an extremely strong acid catalyst. Other methods have been proposed in order to promote carbocation formation, including photocatalytic electron transfer [17] or direct photolysis. [18]