1783-25-1Relevant articles and documents
Anomalous Products from 1,2,5-Triaza- and 1,5-Diaza-pentadiene Thermolyses: Formation of Amidines and Pyrroles, respectively
McNab, Hamish,Murray, Elizabeth-Ann
, p. 722 - 723 (1981)
Gas-phase thermolysis of the dimethylaminoazoalkene (1) gives the formamidine (2) by loss of HCN: in contrast, the related 1,5-diazapentadiene (4) under more forcing conditions gives aniline (30percent) and N-methylpyrrole (43percent).
Acylation of tertiary amides. Formation of 1-acyloxyiminium salts and 1-acyloxyenamines
Bottomley, William E.,Boyd, Gerhard V.
, p. 790 - 791 (1980)
Tertiary carboxamides are acylated at the oxygen atom by benzoyl or acetyl chloride in the presence of silver trifluoromethanesulphonate; if the resulting 1-acyloxyiminium salts contain hydrogen atoms at positions 2 or 4 they can be deprotonated to yield unstable 1-acyloxy-enamines or -dienamines, which have been trapped by reaction with 4-phenyl-1,2,4-triazoline-3,5-dione.
3-Aminothieno[2,3-b]pyridine-2-carboxylate: Effective precursor for microwave-assisted three components synthesis of new pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-one hybrids
Mohamed Teleb, Mohamed A.,Mekky, Ahmed E. M.,Sanad, Sherif M. H.
, p. 1825 - 1835 (2021)
In this study, ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate was taken as a versatile precursor for the one-pot three-component synthesis of related fused pyrimidine hybrids. The tandem protocol involved the reaction of 3-aminothieno[2,3-b]pyridine, di
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.
Direct synthesis of 2-oxo-acetamidines from methyl ketones, aromatic amines and DMF: Via copper-catalyzed C(sp3)-H amidination
Xie, Dianke,He, Wei,Xiao, Jiang,Wu, Yao,Guo, Yongjia,Liu, Qiang,Guo, Cancheng
, p. 7203 - 7209 (2019/03/19)
A convenient method for the synthesis of 2-oxo-acetamidines from methyl ketones using aromatic amines and DMF as nitrogen sources is reported via copper-catalyzed C(sp3)-H amidination. Various methyl ketones react readily with aromatic amines a
C–N cross-coupling on supported copper catalysts: The effect of the support, oxidation state, base and solvent
Tirsoaga, Alina,Cojocaru, Bogdan,Teodorescu, Cristian,Vasiliu, Florin,Grecu, Maria Nicoleta,Ghica, Daniela,Parvulescu, Vasile I.,Garcia, Hermenegildo
, p. 205 - 220 (2016/08/04)
A series of supported copper catalysts at two different loadings (1 and 2?wt%) have been prepared by deposition precipitation on various supports including TiO2, ZnO, Al2O3 and active carbon and submitted or not to reductive treatments to favor the increase in population of Cu(I). The samples have been characterized by textural measurements, electron microscopy and spectroscopic techniques including EPR and XPS, concluding the presence of dispersed copper oxides on the support with small particle size and contrasting prevalence of Cu(II) or Cu(I). The catalytic activity of all these catalysts for the C–N coupling of aniline and bromobenzene has been evaluated. A strong influence of the support, copper oxidation state, solvent, nature of the base was observed, the optimal conditions being the use of ZnO or TiO2 as supports and toluene/dioxane as solvent and EtOK as base. t-C5H11OK as base in either THF or toluene give rise to the formation of t-C5H11 phenyl ether in some extent. The catalyst undergoes deactivation during the reaction, but about 88% of the activity of the fresh sample could be regained by dioxane washings before reuse. XPS indicates that the most likely origin of catalyst deactivation is adsorption on the copper catalyst surface of KBr and inorganic salts formed as byproducts during the reaction.
Chromatographic and chromato-mass spectral characterization of amino acids derivatives formed via the interaction with dimethyl acetal of dimethylformamide
Zenkevich,Pushkareva
, p. 1920 - 1928 (2015/10/12)
A series of amino acids have been converted into the derivatives via interaction with dimethylformamide dimethyl acetal for gas chromatography identification. The derivatives have been for the first time characterized with mass spectra and retention indices corresponding to the standard nonpolar polydimethylsiloxane stationary phases. Basic features of mass spectroscopic fragmentation of the derivatives have been stated; the rules for interpretation of their gas chromatography retention indices have been figured out, including the additive scheme elements.
Method For Preparing Formamidines
-
Paragraph 0109; 0110; 0114, (2015/11/09)
A method for preparing formamidines of formula (I) in a single step by reducing ureas of formula (II) using silanes of formula (III), according to reaction (II)+(III)+(I) is provided. The present invention also provides a method for preparing insecticides
Pushing back the limits of hydrosilylation: Unprecedented catalytic reduction of organic ureas to formamidines
Pouessel, Jacky,Jacquet, Olivier,Cantat, Thibault
, p. 3552 - 3556 (2014/01/06)
Pushing back the limits: A novel catalytic transformation has been designed to prepare formamidine derivatives by reduction of substituted ureas with hydrosilanes. Simple iron catalysts based on commercially available iron salts and phosphine ligands prov
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
