34065-04-8Relevant articles and documents
Electrochemical strategies for: N -cyanation of secondary amines and α C -cyanation of tertiary amines under transition metal-free conditions
Cai, Hu,Fu, Yaping,Fu, Zhengjiang,Guo, Shengmei,Hao, Guangguo,Yi, Xuezheng,Yin, Jian,Zhong, Tingting
supporting information, p. 9422 - 9427 (2021/12/09)
Transition metal-free electrochemical approaches for the N-cyanation of secondary amines and the α C-cyanation of tertiary amines have been well established, with products being obtained in moderate to good yields and with good functional group tolerance under ambient conditions. The synthetic application of the protocols has been highlighted through scale-up experiments in a galvanostatic mode. Preliminary mechanistic investigation has confirmed that TBAB played a critical role in N-cyanation transformation and has indicated that the transformation might proceed via a free radical process. This journal is
Unusual mechanism of the methanolysis of 1-cyanoformamidines
Florea, Cristina,Hǐrtopeanu, Anca,Stavarache, Cristina,Petride, Horia
, p. 191 - 197 (2019/07/31)
Base-catalyzed methanolysis of N-benzyl-N-methyl-1- cyanoformamidine (7) gives methyl N-benzyl-N-methylcarbamimidate (8) as final reaction product. Transient formation of N-benzyl-N-methylcyanamide (9) was observed also. Kinetic data showed two competitive routes in action: (i) 7 → 9 → 8 and (ii) directly 7 → 8. The proposed reaction mechanism is based on the dual behaviour of 7: (i) as an acid and (ii) as an electrophile.
A allyl uncle amine compound by one-step synthesis method of cyano uncle amine compound (by machine translation)
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Paragraph 0079-0087, (2017/09/01)
The invention relates to a one-step synthesis of amine compound allyl unclecyano uncle amine compounds, which belongs to the technical field of organic synthetic method. The method specific synthetic process is as follows: in the airtight reaction environment, to the anhydrous organic solvent is added in the cyanogen bromide, under protection of inert gas, and then added dropwise to the solution in the allylic and high yield amine compound, to obtain allyl uncle amine compound concentration is 0.8 - 1 mol/L solution, at room temperature the reaction 16 - 24 hours later, after column chromatography separation and purification, to obtain a corresponding cyano uncle amine compound. The method to get rid of the expensive deallylation use of the catalyst, the synthesis step is less, raw materials are easy, cheap, mild reaction conditions, the operation is simple, easy to craft and industrialization. Yield 50% - 80% between. (by machine translation)