74763-68-1Relevant academic research and scientific papers
An X-ray crystallographic study of the novel aminal bis-(p- ethoxycarbonylphenylamino-)methane
Peori, M. Brad,Vaughan, Keith,Bertolasi, Valerio
, p. 178 - 181 (2009)
The crystal structure of bis-(p-Ethoxycarbonylphenylamino-)methane (1) has been determined by single crystal X-ray diffraction analysis. The bis-aminal (1) molecule is V-shaped and situated on a twofold axis passing through C1 with the phenyl rings formin
Tetrakis(hydroxymethyl)glycoluril in N-methylenation reactions with arylamines
Panshina, Svetlana Yu.,Ponomarenko, Oksana V.,Bakibayev, Abdigali А.,Malkov, Victor S.
, p. 112 - 115 (2020/02/15)
[Figure not available: see fulltext.] This work shows for the first time the use of tetrakis(hydroxymethyl)glycoluril in the melt N-methylenation reactions of arylamines, based on the ability of tetrakis(hydroxymethyl)glycoluril to eliminate a formaldehyd
Phytochemical Investigation of Iphiona aucheri. Structural Revision of Donine
Dashti, Yousef,Hobson, Christian,Tajabadi, Fatemeh Mazraati,Rezadoost, Hassan
, p. 902 - 907 (2019/11/11)
Investigation of an extract of Iphiona aucheri afforded compounds 1–3. These compounds were identified by detailed spectroscopic and spectrometric analysis, however, a literature search revealed that NMR and mass data similar to those of compound 3 have been reported for donine alkaloid 4. Investigation of the experimental and calculated NMR data of compound 4 revealed that the proposed structure should be revised to 3. This was further confirmed by synthesis of compounds 3 and 4.
Revisitation of Formaldehyde Aniline Condensation. VII. 1,3,5-Triarylhexahydro-sym-triazines and 1,3,5,7-Tetraaryl-1,3,5,7-tetrazocines from Aromatic Amines and Paraformaldehyde
Giumanini, Angelo G.,Verardo, Giancarlo,Zangrando, Ennio,Lassiani, Lucia
, p. 1087 - 1103 (2007/10/02)
A product study of the reaction between a number of aromatic amines substituted with widely different groups and paraformaldehyde in inert solvents was performed and found to yield 1,3,5-triaryl-1,3,5-hexahydrotriazines, 1,3,5,7-tetraaryl-1,3,5,7-tetrazocines and formaminals.It was not possible to correlate the product outcomes with the actual structure of the amine substrate.The X-ray diffraction structural determination of 1,3,5-tri-(t-butylphenyl)- (1b) and 1,3,5-tri-(m-fluorophenyl)-1,3,5-hexahydrotriazine (1c) showed the diaxial arrangement of the N-substituents.
Photobenzidine Rearrangements. 6. Mechanism of the Photodecomposition of 1,4-Diaryl-1,4-dialkyl-2-tetrazenes
Bae, Dong-Hak,Shine, Henry J.
, p. 4448 - 4455 (2007/10/02)
The photodecomposition of the tetrazene p-XC6H4N(Me)N=N(Me)NC6H4Y-p (1e,X=Y=Me) in dimethoxyethane (DME) gave 47.4percent of p-XC6H4(Me)NN(Me)C6H4Y-p (2e,X=Y=Me) and 39.6 percent of N-methyl-p-toluidine. When irradiation was carried out in the presence of increasing initial concentrations of n-BuSH, the yield of 2e fell and levelled off at 6percent.Similar experiments in cyclohexane showed that the yield of 2e fell from 45.1percent and leveled off at 10percent.The data indicate that 1e decomposes by a radical pathway and that the 2e is formed partly within and partly outside of a solvent cage. Similar studies with 1d(X=Me, Y=CO2Et) in DME gave three hydrazines: 2d(X=Me,Y=CO2Et) in 13percent and 14.7percent yield, 2e in 7.3percent and 8.0percent yield,and 2f(X=Y=CO2Et) in 14.9percent and 21.2percent yield. The formation of three hydrazines again indicates the formation and intermolecular recombination of methylarylamino radicals. Irradiation of 1d in DME solutions containing n-BuSH caused a fall in the yield of 2e to zero and a leveling off in the yield of 2d to 6percent. The yield of 2f also fell but could not be monitored at high concentrations of n-BuSH because of overlapping high-pressure LC peaks. The results with 1d are also consistent with a cage-recombination process (for 2d) and an intermolecular recombination of radicals (for 2d-f). The methylarylamines p-XC6H4NHMe and p-YC6H4NHMe (X=Me; Y=CO2Et) were also formed from 1d. A sixth product was the bis(arylamino)methane p-YC6H4NHCH2NHC6H4Y-p(4f, Y=CO2Et) in 14-32percent yield (three runs). The origin of 4f is believed to be the disproportionation of radicals p-YC6H4NMe, giving p-YC6H4NHMe and p-YC6H4N=CH2(7f). Hydrolysis of 7f (by small amounts of water in the solvent) to p-YC6H4NH2 (6f) and HCHO followed by addition of 6f to 7f would give 4f. HCHO was found as a volatile product after irradiation. The formation of 4f is further evidence for the formation and intermolecular reaction of arylamino radicals in the photodecomposition of 1,4-dialkyl-1,4-diaryl-2-tetrazenes.
