68761-83-1Relevant articles and documents
Amide bond formation in aqueous solution: Direct coupling of metal carboxylate salts with ammonium salts at room temperature
Nielsen, John,Tung, Truong Thanh
supporting information, p. 10073 - 10080 (2021/12/10)
Herein, we report a green, expeditious, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary amine bases. The water-soluble coupling reagent EDC·HCl is a key component in the reaction. The reaction runs smoothly with unsubstituted/substituted ammonium salts and provides a clean product without column chromatography. Our reaction tolerates both carboxylate (which are unstable in other forms) and amine salts (which are unstable/volatile when present in free form). We believe that the reported method could be used as an alternative and suitable method at the laboratory and industrial scales. This journal is
PRODUCTION METHOD OF N,N-DISUBSTITUTED α,β-UNSATURATED CARBOXYLIC ACID AMIDE AND CATALYST FOR PRODUCTION OF N,N-DISUBSTITUTED α,β-UNSATURATED CARBOXYLIC ACID AMIDE
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Paragraph 0070-0101, (2020/03/31)
To provide a production method capable of producing N,N-disubstituted α,β-unsaturated carboxylic acid amide by a gas phase reaction.SOLUTION: The production method is a method for producing N,N-disubstituted α,β-unsaturated carboxylic acid amide by subjecting N,N-disubstituted carboxylic acid amide and aldehydes to a gas phase reaction in the presence of a catalyst. The catalyst includes an oxide of a first metal element being a metal element of Group 2 of the Periodic Table and an oxide of a second metal element being at least one kind of metal element selected from the group consisting of Mn, Cr, Co, Ni and Zn and has a mole ratio of the second metal element to the total mole number of the first metal element and the second metal element of 0.01 to 0.20.SELECTED DRAWING: None
Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages
Wang, Shi-Meng,Zhao, Chuang,Zhang, Xu,Qin, Hua-Li
, p. 4087 - 4101 (2019/04/30)
The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.
