7310-83-0Relevant articles and documents
Cu(II)-catalyzed aerobic oxidative amidation of azoarenes with amides
Li, Gang,Chen, Xiaoting,Lv, Xulu,Jia, Chunqi,Gao, Panpan,Wang, Ya,Yang, Suling
, p. 660 - 663 (2018/01/04)
A method for Cu(II)-catalyzed dehydrogenative amidation of azoarene using air as the terminal oxidant was developed. Various amides, such as arylamides, alkylamides, lactams, and imides, are all effective amidation reagents and provide the desired products in moderate to excellent yields. Notably, good yields can also be obtained on a gram-scale with this amidation reaction. In this protocol of azoarene amidation, the catalyst (Cu(OAc)2) and oxidant (air) are inexpensive and readily available, and the process is highly efficient and atom economical.
Preparation method of 2-aminoazo aromatic compound
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Paragraph 0007, (2018/09/21)
The invention relates to a preparation method of 2-aminoazo aromatic compound. The 2-aminoazo aromatic compound is prepared by enabling an azo aromatic compound of a structure which is as shown in theformula I and amine to react; the reaction process comprises the following steps: directly adding the azo aromatic compound, the amine, a catalyst and a solvent into a reacting device, wherein the catalyst is copper acetate, the solvent is benzene, or dimethylbenzene and a mixture of the benzene or the dimethylbenzene, and the molar using amount of azobenzene is 1 to 3 times that of the amine; stirring and heating to the temperature of 100 to 130 DEG C, reacting for 24 hours, and separating a product to obtain the 2-aminoazo aromatic compound. The preparation method provided by the inventionis simple in synthesis route, low in raw material cost and high in yield.
Syntheses and properties of 1-methyl-3-phenylaminobenzimidazolium salts, models of DNA adducts of N7-arylaminodeoxyguanosinium salt
Kaiya,Fujiwara,Kohda
, p. 993 - 1001 (2007/10/03)
When arylaminating carcinogens are administered to cells, they mainly generate the C8-arylamino-2'-deoxyguanosine adduct in DNA. A mechanism for this was proposed in which N7-arylaminated 2'-deoxyguanosine acts as an intermediate; however, it remained unclear whether this is actually the case. To elucidate the mechanisms involved in the generation of this adduct, a series of 5-substituted 1-methylbenzimidazole derivatives were used as models of the imidazole moiety of 2'-deoxyguanosine. Syntheses of a series of 5-substituted (CH3, H, F, CF3, or NO2) 1-methyl-3-phenylaminobenzimidazolium salts (7) and their related compounds were carried out, and the chemical characteristics of these products were examined. Heating compound 7 at 80 °C for 48 h in H2O/MeOH provided 5-substituted 1-methyl-2-oxo-2,3-dihydrobenzimidazoles but only when this compound contained a CF3 or NO2 substituent. Compound 7 decomposed in alkaline media, and its rate of decomposition increased when this compound had a stronger electron-withdrawing substituent. The product obtained under these conditions was 4-substituted N1-methyl-2-phenylazoaniline. On the other hand, when 1-methyl-3-(4-nitrophenylamino)benzimidazolium salt was treated under the same conditions as described above, it generated a demethylated product, 1-(4-nitrophenylamino)benzimidazole, when heated in H2O/MeOH and N1-formyl-N1-methyl-2-phenylazoaniline when treated in alkaline media. When the chemical characteristics of 3-phenylamino and 3-amino groups were compared using 3-substituted 1-methyl-5-(trifluoromethyl)benzimidazoles, the 3-phenylamino derivative was found to be more reactive.
