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  2. Gabriel synthesis - Wikipedia

    en.wikipedia.org/wiki/Gabriel_synthesis

    C 6 H 4 (CO) 2 NR + N 2 H 4 → C 6 H 4 (CO) 2 N 2 H 2 + RNH 2. Gabriel synthesis generally fails with secondary alkyl halides. The first technique often produces low yields or side products. Separation of phthalhydrazide can be challenging. For these reasons, other methods for liberating the amine from the phthalimide have been developed. [12]

  3. Amine alkylation - Wikipedia

    en.wikipedia.org/wiki/Amine_alkylation

    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 ...

  4. Forster–Decker method - Wikipedia

    en.wikipedia.org/wiki/Forster–Decker_method

    The Forster–Decker method is a series of chemical reactions that have the effect of mono-alkylating a primary amine (1), forming a secondary amine (6). [1] [2] The process occurs by way of transient formation of an imine (3) that undergoes the actual alkylation reaction.

  5. Amine - Wikipedia

    en.wikipedia.org/wiki/Amine

    Amine. In chemistry, amines (/ ə ˈ m iː n, ˈ æ m iː n /, [1] [2] UK also / ˈ eɪ m iː n / [3]) are compounds and functional groups that contain a basic nitrogen atom with a lone pair.Formally, amines are derivatives of ammonia (NH 3 (in which the bond angle between the nitrogen and hydrogen is 107°), wherein one or more hydrogen atoms have been replaced by a substituent such as an ...

  6. Delépine reaction - Wikipedia

    en.wikipedia.org/wiki/Delépine_reaction

    The Delépine reaction is the organic synthesis of primary amines (4) by reaction of benzyl or alkyl halides (1) with hexamethylenetetramine (2) followed by acid hydrolysis of the quaternary ammonium salt (3). [1] [2] It is named after the French chemist Stéphane Marcel Delépine (1871–1965). Delepin reaction

  7. Hofmann–Löffler reaction - Wikipedia

    en.wikipedia.org/wiki/Hofmann–Löffler_reaction

    The Suárez modification of the Hofmann–Löffler–Freytag reaction was the basis of the new synthetic method developed by H. Togo et al. [42] [43] The authors demonstrated that various N-alkylsaccharins (N-alkyl-1,2-benzisothiazoline-3-one-1,1,-dioxides) 77 are easily prepared in moderate to good yields by the reaction of N-alkyl(o-methyl ...

  8. Haloalkane - Wikipedia

    en.wikipedia.org/wiki/Haloalkane

    Azoalkanes may be reduced to primary amines by Staudinger reduction or lithium aluminium hydride. Amines may also be prepared from alkyl halides in amine alkylation, Gabriel synthesis and Delepine reaction, by undergoing nucleophilic substitution with potassium phthalimide or hexamine respectively, followed by hydrolysis. [citation needed]

  9. Amine oxide - Wikipedia

    en.wikipedia.org/wiki/Amine_oxide

    Alkyl dimethyl amine oxide (chain lengths C10–C16) is the most commercially used amine oxide. [3] They are considered a high production volume class of compounds in more than one member country of the Organisation for Economic Co-operation and Development ( OECD ); with annual production over 26,000, 16,000 and 6,800 tonnes (28,700, 17,600 ...