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  2. Eschweiler–Clarke reaction - Wikipedia

    en.wikipedia.org/wiki/Eschweiler–Clarke_reaction

    The reaction is generally performed in an aqueous solution at close to boiling. The first methylation of the amine begins with imine formation with formaldehyde. The formic acid acts as a source of hydride and reduces the imine to a secondary amine. Loss of carbon dioxide gas renders the reaction irreversible. Despite being more hindered, the ...

  3. Imine - Wikipedia

    en.wikipedia.org/wiki/Imine

    In recent years, several reagents such as Tris(2,2,2-trifluoroethyl)borate [B(OCH 2 CF 3) 3], [14] pyrrolidine [15] or titanium ethoxide [Ti(OEt) 4] [16] have been shown to catalyse imine formation. Rarer than primary amines is the use of ammonia to give a primary imine. [17] In the case of hexafluoroacetone, the hemiaminal intermediate can be ...

  4. Carbonyl condensation - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_condensation

    Reaction of cyclohexylamine with acetaldehyde forming an imine. Sodium sulfate removes water [1] In organic chemistry, alkylimino-de-oxo-bisubstitution is the organic reaction of carbonyl compounds with amines to imines. [2] The reaction name is based on the IUPAC Nomenclature for Transformations.

  5. Schiff base - Wikipedia

    en.wikipedia.org/wiki/Schiff_base

    General structure of an imine. Schiff bases are imines in which R 3 is an alkyl or aryl group (not a hydrogen). R 1 and R 2 may be hydrogens General structure of an azomethine compound. In organic chemistry, a Schiff base (named after Hugo Schiff) is a compound with the general structure R 1 R 2 C=NR 3 (R 3 = alkyl or aryl, but not hydrogen).

  6. Reductive amination - Wikipedia

    en.wikipedia.org/wiki/Reductive_amination

    The intermediate imine can be isolated or reacted in-situ with a suitable reducing agent (e.g., sodium borohydride) to produce the amine product. [2] Intramolecular reductive amination can also occur to afford a cyclic amine product if the amine and carbonyl are on the same molecule of starting material.

  7. Staudinger synthesis - Wikipedia

    en.wikipedia.org/wiki/Staudinger_synthesis

    The Staudinger synthesis, also called the Staudinger ketene-imine cycloaddition, is a chemical synthesis in which an imine 1 reacts with a ketene 2 through a non-photochemical 2+2 cycloaddition to produce a β-lactam 3. [1] The reaction carries particular importance in the synthesis of β-lactam antibiotics. [2]

  8. Povarov reaction - Wikipedia

    en.wikipedia.org/wiki/Povarov_reaction

    The reaction is also stereoselective because the enamine addition occurs with a diastereomeric preference for trans addition without formation of the cis isomer. This is in contrast to traditional Diels–Alder reactions, which are stereospecific based on the alkene geometry. Scheme 2. regio- and diastereoselective Povarov reaction

  9. Semicarbazide - Wikipedia

    en.wikipedia.org/wiki/Semicarbazide

    This is an example of imine formation resulting from the reaction of a primary amine with a carbonyl group. The reaction is useful because semicarbazones, like oximes and 2,4-DNPs , typically have high melting points and crystallize , facilitating purification or identification of reaction products.