53476-33-8

Upstream product

• 7647-01-0 hydrogenchloride 
• 26242-93-3 N-(4-methyl-2-nitrophenyl) benzamide 
• 107919-82-4 N-(2-iodo-4-methylphenyl)benzamide 
• 77791-07-2 N-(2-bromo-4-methylphenyl)-benzamide 
• 89-62-3 4-methyl-2-nitroaniline 
• 582-78-5 N-(4-methylphenyl)benzamide 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 98-88-4 benzoyl chloride 
• 71-43-2 benzene 
• 5467-06-1 N,N'-(4-methyl-o-phenylene)-bis-benzamide 

Downstream Products

• 351161-82-5 (5-methyl-1H-benzo[d][1,2,3]triazol-1-yl)(phenyl)methanone 
• 2963-65-7 5-methyl-2-phenyl-1H-1,3-benzimidazole 
• 313485-87-9 6-methyl-1-phenylaminobenzimidazole 
• 313485-86-8 4-methyl-2-phenylazoaniline 
• 313485-85-7 4-methyl-2-phenylazobenzanilide 
• 7732-18-5 water 
• 5467-06-1 N,N'-(4-methyl-o-phenylene)-bis-benzamide 

Relevant academic research and scientific papers

Copper-catalyzed regioselective 2-amination of o-haloanilides with aqueous ammonia

An efficient Cu(II)-vasicine catalytic system has been developed for intramolecular C[sbnd]N bond formation. In this way, regioselective 2-amination of o-haloanilides with aqueous ammonia in EtOH has been achieved. This strategy provides several advantages, such as good regioselectivity, high yields and functional group tolerance.

Syntheses and properties of 1-methyl-3-phenylaminobenzimidazolium salts, models of DNA adducts of N7-arylaminodeoxyguanosinium salt

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.

Reduction of aromatic nitro compounds using samarium metal in the presence of a catalytic amount of iodine under aqueous media

In the presence of a catalytic amount of iodine, aromatic nitro compounds can be reduced to the corresponding primary amines and hydrazines in good yields with Sm/THF-NH4Cl (aq.) system at room temperature. The primary amine is in the majority and the halogen, amido substituents on aromatic ring are unaffected during the reaction.