Imines from Aldehydes and Ketones with Primary Amines Aldehydes and ketones react with primary amines, in mildly acidic conditions, forming an imine (a Schiff base). This function is called an imine or Schiff base. … Water is eliminated in the reaction, which is acid-catalyzed and reversible in the same sense as acetal formation. An imine is a compound that contains the structural unit An enamine is a compound that contains the structural unit Both of these types of compound can be prepared through the reaction of an aldehyde or ketone with an amine. containing aldehydes were used to regulate imine formation/exchange in water, and modification of the N-terminus of amino acids and peptides was achieved in a neutral buffer. This work represents the latest example of weak interactions governing DCC and sets the stage for assembly and application studies. The pH for reactions which form imine compounds must be carefully controlled. In mildly conditions, an aldehyde or ketone will react with a primary amine to form an imine. The reaction of aldehydes and ketones with ammonia or 1º-amines forms imine derivatives, also known as Schiff bases (compounds having a C=N function). In the reductive amination of some aldehydes with primary amines where dialkylation is a problem, a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH 4 was developed. This intermediate imine can then be isolated and reduced with a suitable reducing agent (e.g., sodium borohydride). This method is sometimes called indirect reductive amination. The reaction with secondary amines produces enamines: Just like the reaction with water and alcohols, this is … Upon exposure to a primary amine, aldehydes, and ketones initially, form carbinolamine or hemiaminals which readily lose water to form a carbon-nitrogen double bond. An imine is a compound that contains the structural unit An enamine is a compound that contains the structural unit Both of these types of compound can be prepared through the reaction of an aldehyde or ketone with an amine. A. F. Abdel-Magid, K. G. Carson, B. D. Harris, C. A. Maryanoff, R. D. Shah, J. The equilibrium between aldehyde/ketone and imine can be shifted toward imine formation by removal of the formed water through physical or chemical means.

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