6639-60-7

Upstream product

• 64-18-6 formic acid 
• 95-64-7 4-amino-o-xylene 
• 123-91-1 1,4-dioxane 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 124-38-9 carbon dioxide 
• 2043-61-0 cyclohexanecarbaldehyde 

Downstream Products

• 532438-52-1 1,3-bis(3,4-dimethylphenyl)urea 
• 1374550-59-0 C₉H₉NSe 
• 602262-05-5 4-(isocyano)-1,2-dimethylbenzene 
• 30123-91-2 <3,4-Dimethyl-phenylamino>-acetonitril 
• 171182-96-0 4,5-dimethyl-2-nitroformanilide 
• 582-60-5 5,6-dimethyl-1H-benzo[d]imida-zole 
• 22058-61-3 N-Succinoyl-N-methyl-3.4-xylidin 
• 38036-47-4 N,3,4-trimethylaniline 

Relevant academic research and scientific papers

Preparation method of 5, 6-dimethylbenzimidazole

The invention discloses a preparation method of 5, 6-dimethyl benzimidazole. The preparation method comprises the following four steps: preparation of N-(3, 4-dimethyl phenyl) formamide, preparation of N-(4, 5-dimethyl-2-nitrophenyl) formamide, preparation of N-(2-amino-4, 5-dimethyl phenyl) formamide, and preparation of 5, 6-dimethyl benzimidazole. The preparation method has the following beneficial effects: 1, acetylation and deacetylation used in the prior art are avoided, which is in favor of environmental protection; 2, the synthesis steps of the process are shortened, the original five-step reaction is shortened to the present four-step reaction, and the yield is improved; and 3, the purity of the intermediate is high, separation is not needed, the operation is simple, the defects and deficiencies of the preparation method reported in the literature are overcome, and the method has novelty, greater positive progress effect and practical application value.

Copper promoted aerobic oxidative c(sp3)-c(sp3) bond cleavage of n-(2-(pyridin-2-yl)-ethyl)anilines

A strategy of aerobic oxidative C(sp3)-C(sp3) bond cleavage of N-ethylaniline derivatives bearing azaarenes for the synthesis of N-aryl formamides has been developed. This approach was carried out smoothly with the CuI/TEMPO/air system to give N-aryl formamides in yields of 50-90%. With this methodology, a mutagenically active compound was constructed in 90% yield. Moreover, the reaction also provided a one-pot synthetic tool for accessing a promoter of hematopoietic stem cells by difunctionalization in 61% yield.

Tetracoordinate borates as catalysts for reductive formylation of amines with carbon dioxide

We report sodium trihydroxyaryl borates as the first robust tetracoordinate organoboron catalysts for reductive functionalization of CO2. These catalysts, easily synthesized from condensing boronic acids with metal hydroxides, activate main group element-hydrogen (E-H) bonds efficiently. In contrast to BX3 type boranes, boronic acids and metal-BAr4 salts, under transition metal-free conditions, sodium trihydroxyaryl borates exhibit high reactivity of reductive N-formylation toward a variety of amines (106 examples), including those with functional groups such as ester, olefin, hydroxyl, cyano, nitro, halogen, MeS-, ether groups, etc. The over-performance to catalyze formylation of challenging pyridyl amines affords a promising alternative method to the use of traditional formylation reagents. Mechanistic investigation supports electrostatic interactions as the key for Si/B-H activation, enabling alkali metal borates as versatile catalysts for hydroborylation, hydrosilylation, and reductive formylation/methylation of CO2.

Mild Access to N-Formylation of Primary Amines using Ethers as C1 Synthons under Metal-Free Conditions

A new synthetic protocol has been developed for the synthesis of N-formamide derivatives using ethers as a C1 synthon under metal-free reaction conditions. The reaction is proposed to proceed through C?H functionalization, C?O cleavage, and C?N bond formation. This protocol is applicable to a variety of primary amines resulting in N-formamides in moderate to good yields. 1,4-dioxane was chosen as best C1 synthon after screening with various ethers. Mechanistic studies disclosed that the reaction proceeds through a radical pathway. While using α-amino ketones a α-alkylation product was formed rather than formylation. By replacing dioxane with Tetramethylethylenediamine (TMEDA) under standard conditions also gave the N-formamide derivatives in moderate yields. (Figure presented.).

Synthesis of selenazolopyridine derivatives with capability to induce apoptosis in human breast carcinoma MCF-7 cells through scavenge of intracellular ROS

A series of selenazolopyridine derivatives have been synthesized and characterized by X-ray diffraction, high resolution NMR and Mass spectrum. The in vitro anticancer activities of the synthetic compounds were screened against a panel of human cancer cell lines, human breast carcinoma MCF-7 cells, human liver carcinoma HepG2 cells and L02 normal cell line by MTT assay. By analyzing the structure-activity relationship among the synthetic compounds, it was found that 2-(phenylamino) selenazolo [5,4-b] pyridine, (PSeD, 7) had higher growth inhibitory effect on MCF-7 cells. The intracellular mechanism of cell death was evaluated by flow cytometric analysis and ROS assay, which revealed that PSeD could induce MCF-7 cells apoptosis by scavenging intracellular ROS. Taken together, we regard PSeD as an antioxidant which could inhibit cancer cell growth through induction of apoptosis.

A Catalyst-Free Process for the Direct Oxidative Synthesis of Form-anilides from Arylamines and Aldehydes under Air Atmosphere

An efficient and catalyst-free process for the direct oxidative synthesis of formanilides from primary aromatic amines and aliphatic aldehydes has been developed under mild aerobic oxidation conditions. The isotope-labeling experiments indicated that the oxygen atom of the formanilide originated from dioxygen.