134516-57-7Relevant academic research and scientific papers
Transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions
Durgaiah, Chevella,Naresh, Mameda,Swamy, Peraka,Srujana, Kodumuri,Rammurthy, Banothu,Narender, Nama
, p. 29 - 32 (2016)
A highly efficient approach to transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions has been successfully demonstrated. Transamidation of a variety of amides with amines produced the respective N-alkyl amides in moderate to excellent yields.
A NOVEL ROUTE FOR THE DIRECT SYNTHESIS OF SECONDARY AMIDES FROM ALDEHYDES
Elmorsy, Saad S.,Nour, Mohamed A.,Kandeel, Ezzat M.,Pelter, Andrew
, p. 1825 - 1826 (1991)
We describe a unique, general redox process for the preparation of secondary amides by the interaction of aldehydes and nitriles in the presence of two equivalents of iodotrichlorosilane (ITCS).
Reductive N-alkylation of primary amides using nickel-nanoparticles
Alenad, Asma M.,Alshammari, Ahmad S.,Jagadeesh, Rajenahally V.,Murugesan, Kathiravan,Sohail, Manzar
, (2021/11/22)
Here we report Ni-nanoparticles as reusable catalysts for reductive N-alkylation of amides. These Ni-nanoparticles based catalysts have been prepared by the template synthesis of tartaric acid and 2-methyl imidazole ligated Ni-complex on SiO2 and subsequent pyrolysis under argon. Applying optimal Ni-nanostructured catalyst, N-alkylation of aromatic and heterocyclic primary amides with different aldehydes in presence of molecular hydrogen was performed to access structurally diverse N-alkylated amides in good to excellent yields. In addition, the applicability of this N-alkylation protocol has been demonstrated for the selective functionalization of primary amide group in Levetiracetam drug.
UV-Light-Induced N-Acylation of Amines with α-Diketones
Xu, Zhihui,Yang, Tianbao,Tang, Niu,Ou, Yifeng,Yin, Shuang-Feng,Kambe, Nobuaki,Qiu, Renhua
supporting information, p. 5329 - 5333 (2021/07/21)
Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.
Visible-Light Photoredox-Catalyzed Amidation of Benzylic Alcohols
Gaspa, Silvia,Farina, Andrea,Tilocca, Mariella,Porcheddu, Andrea,Pisano, Luisa,Carraro, Massimo,Azzena, Ugo,De Luca, Lidia
, p. 11679 - 11687 (2020/10/23)
A new photocatalyzed route to amides from alcohols and amines mediated by visible light is presented. The reaction is carried out in ethyl acetate as a solvent. Ethyl acetate can be defined a green and bio-based solvent. The starting materials such as the energy source are easily available, stable, and inexpensive. The reaction has shown to be general and high yielding.
A process for preparing N - alkyl amide method (by machine translation)
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Paragraph 0066; 0067; 0068; 0069; 0070, (2017/08/19)
The invention discloses a method for preparing N - alkyl amide of the method. In the reaction container, joins the nitrile, oxime, transition metal catalyst iridium complex [Cp * IrCl2 ]2 , Toluene; the reaction mixture in 100 °C reaction under 6 hours, cooling to room temperature; then the alcohol and alkali compound is added, the reaction mixture in the 130 °C react again under 12 hours later, then through the column separation, to obtain the target compound. The invention from the fully commercialized nitrile, proceed wowo and mellow, in the participation of transition metal iridium catalyst, to directly obtain N - alkyl amide, the reaction exhibits three significant advantages: 1) the use of the commercialization of the starting material; 2) low catalyst load; 3) is environment-friendly and easy to control. Therefore, the reaction in accordance with the requirement of green chemistry, has broad prospects of development. (by machine translation)
Method for synthesizing N-alkylamide
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Paragraph 0060-0063, (2016/12/07)
The invention discloses a method for synthesizing N-alkylamide. In a reaction container, adding nitrile, a complex of a transition-metal catalyst gold, a solvent tetrahydrofuran and H2O; reacting a reaction mixture for several hours at the temperature of 130-140 DEG C, cooling the reaction mixture to room temperature, performing vacuum pressure reduction to remove the solvent; adding a compound alcohol, alkali, the complex of a transition-metal catalyst iridium, a solvent toluene, reacting the reaction mixture for several hours at the temperature of 130 DEG C, through column separation, obtaining a target compound. According to the invention, with participation of the transition-metal catalyst, commercial nitrile is hydrolyzed to generate an amide intermediate, and then is subjected to an alkylation reaction with alcohol to obtain N-alkylamide. The reaction has three obvious advantages: 1) the commercial nitrile and alcohol which is almost nontoxic are taken as initial raw materials; 2) only water is generated as a by-product in the reaction, so that the reaction has no harm on environment; and 3) reaction atom economy is high. The reaction accords with green chemistry requirement, and has wide development prospect.
Copper-Catalyzed Ligand-Free Amidation of Benzylic Hydrocarbons and Inactive Aliphatic Alkanes
Zeng, Hui-Ting,Huang, Jing-Mei
supporting information, p. 4276 - 4279 (2015/09/15)
An efficient copper-catalyzed amidation of benzylic hydrocarbons and inactive aliphatic alkanes with simple amides was developed. The protocol proceeded smoothly without any ligand, and a wide range of N-alkylated aromatic and aliphatic amides, sulfonamides, and imides were synthesized in good yields.
C-N Coupling of Amides with Alcohols Catalyzed by N-Heterocyclic Carbene-Phosphine Iridium Complexes
Kerdphon, Sutthichat,Quan, Xu,Parihar, Vijay Singh,Andersson, Pher G.
, p. 11529 - 11537 (2015/12/04)
N-Heterocyclic carbene-phosphine iridium complexes (NHC-Ir) were developed/found to be a highly reactive catalyst for N-monoalkylation of amides with alcohols via hydrogen transfer. The reaction produced the desired product in high isolated yields using a wide range of substrates with low catalyst loading and short reaction times.
Combination of gold and iridium catalysts for the synthesis of N-alkylated amides from nitriles and alcohols
Li, Feng,Ma, Juan,Lu, Lei,Bao, Xiaofeng,Tang, Wanying
, p. 1953 - 1960 (2015/04/27)
An alternative and efficient approach for the synthesis of N-alkylated amides from nitriles and alcohols was proposed and accomplished. By the combination of [(IPr)Au(NTf2)] (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene) and [CpIrCl2]2 (Cp = η5-pentamethylcyclopentadienyl), a series of nitriles were first hydrated to give amides, in which the resulting amides were further N-alkylated with a variety of alcohols as alkylating agents to afford N-alkylated amides with good to excellent yields. Compared with previous methods for the synthesis of N-alkylated amides from nitriles and alcohols as starting materials, this protocol could be accomplished with high atom economy under more environmentally benign conditions.
