4238-57-7Relevant academic research and scientific papers
Neighbouring Group Participation of the N-Acyl Function. I: A Selective Conversion of Nitriles into Carboxamides by Formic Acid
Friedrich, Klaus,Zamkanei, Mohebullah,Zimmer, Ralph
, p. 404 - 408 (2007/10/03)
Aliphatic α-(acylamino)nitriles react with formic acid at room temperature to give the corresponding α-(acyl-amino)carboxamides with concomitant formation of one mole of carbon monoxide. This new reaction, which was first observed with 2-acylamino-2-cyano-3,6-dihydro-2H-thiapyranes 1, can also be used to convert other N-(α-cyanoalkyl) amides such as N-cyanomethylbenzamides 3, 5 and the 3,4-dihydro Reissert compound 16 into the corresponding carboxamides. Another application is a synthesis of 2-formylaminoacetamides 11. A mechanism for the reaction is proposed.
A Convenient Synthesis of Primary Amines Using Sodium Diformylamide as A Modified Gabriel Reagent
Yinglin, Han,Hongwen, Hu
, p. 122 - 124 (2007/10/02)
Sodium diformylamide (1) was used as a convenient substitute for phthalimide in the Gabriel synthesis of primary amines.Reagent 1 undergoes smooth N-alkylation with alkyl halides or p-toluenesulfonates 2 in acetonitrile or dimethylformamide to give the corresponding N,N-diformylalkylamines 3 in good yields, except with alkylating agents which are susceptible to base-catalyzed elimination.The formyl group of 3 can be easily removed by hydrochloric acid to give the corresponding alkylamine hydrochlorides 5 or free alkylamines 4.
