1202-62-6Relevant articles and documents
Novel synthesis of 1-substituted-4-imidazolecarboxylates via solvent-free cycloaddition reaction between formamidines and isocyanides
Cao, Han,Bie, Fu-sheng,Liu, Xue-jing,Han, Ying,Ma, Jie,Shi, Yi-jun,Yan, Peng,Sun, Chao-yue,Wang, Hai-meng
, (2020/04/27)
A simple and efficient protocol for cyclization between formamidines and ethyl isocyanoacetate has been described in the absence of metal catalyst and solvent. A series of 1-substituted-4-imidazolecarboxylates were synthesized in moderate to good yields with DABCO as base additive.
Change of the favored routes of EI MS fragmentation when proceeding from N1, N1-dimethyl-N2-arylformamidines to 1,1,3,3-tetraalkyl-2-arylguanidines: Substituent effects
Raczynska, Ewa D.,Makowski, Mariusz,Gal, Jean-Francois,Maria, Pierre-Charles
body text, p. 762 - 771 (2011/09/12)
Although series of N1, N1-dimethyl-N 2-arylformamidines and of 1,1,3,3-tetraalkyl-2-arylguanidines are structurally analogous and similar electron-ionization mass spectral fragmentationmay be expected, they display important differences in the favored routes of fragmentation andconsequently in substituent effectsonion abundances. In the caseof formamidines, the cyclizationelimination process (initiated by nucleophilic attack of the N-amino atom on the 2-position of the phenyl ring) and formation of the cyclic benzimidazolium [M-H]+ ions dominates, whereas the loss of the NR2 group ismore favored for guanidines. In order to gain information on the most probable structures of the principal fragments, quantum-chemical calculations were performed on a selected set. A good linear relation between log{I[M-H]+I [M]+?} and σR+ constants of substituent at para position in the phenyl ring occurs solely for formamidines (r = 0.989). In the case of guanidines, this relation is not significant (r = 0.659). A good linear relation is found between log{I[M-NMe2]+/I [M]+?} and σp+ constants (r = 0.993). Copyright
Benzamidines, alkamidines and formamidines formed by use of aryl- and alkyliminodimagnesium: Molar ratio and structure of reagent governing the reaction
Okubo, Masao,Omote, Yasumasa
, p. 212 - 220 (2007/10/03)
In order to extend the the method for preparation of amidines using N-Mg reagents, aryl- and alkyliminodimagnesium [IDMg, ArN(MgBr)2 and RN(MgBr)2] were reacted with esters, amides, ortho- esters, acetals, aminoacetal and arene- and