279231-43-5

Basic information

• Product Name: 1H-Benzimidazole,5,6-difluoro-1-methyl-(9CI)
• Synonyms: 1H-Benzimidazole,5,6-difluoro-1-methyl-(9CI)
• CAS NO: 279231-43-5
• Molecular Formula: C₈H₆F₂N₂
• Molecular Weight: 168.1434464
• Product Categories: BENZIMIDAZOLE
• Mol File: 279231-43-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole,5,6-difluoro-1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,5,6-difluoro-1-methyl-(9CI)(279231-43-5)
• EPA Substance Registry System: 1H-Benzimidazole,5,6-difluoro-1-methyl-(9CI)(279231-43-5)

Safety Data

• Hazardous Substances Data: 279231-43-5(Hazardous Substances Data)

Upstream product

• 78581-99-4 5,6-difluoro-1H-benzo[d]imidazole 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 76179-40-3 2-amino-4,5-difluoroaniline 

Relevant articles and documents

Using Methanol as a Formaldehyde Surrogate for Sustainable Synthesis of N-Heterocycles via Manganese-Catalyzed Dehydrogenative Cyclization

The development of an efficient and sustainable synthetic route for formaldehyde production from renewable feedstock, especially in combination with a subsequent transformation to straightforwardly construct valuable chemicals, is highly desirable. Herein, we report a novel manganese-catalyzed dehydrogenative cyclization of methanol as a formaldehyde surrogate with a variety of dinucleophiles for facile synthesis of N-heterocycles. The in situ generated formaldehyde via catalytic methanol dehydrogenation can be selectively trapped by diverse dinucleophiles to avoid several possible side reactions. The utility of this transformation is further highlighted by its successful application to the synthesis of 13C-labeled N-heterocycles using 13CH3OH as a readily accessible 13C-isotope reagent.

Di- and Trifluorinated 2-Azidobenzimidazole Derivatives: Synthesis, Photooxygenation, and 19F NMR Prediction

The photoreactivity of a series of hitherto unknown, multiply fluorinated 2-azidobenzimidazole derivatives was investigated. The synthesis of the starting material includes regioselective p-defluorination of nitrobenzene derivatives employing Ogoshi's conditions. If the 6-position was unsubstituted, irradiation in the presence of N-protected amino acids at 300 nm (Rayonet) led to the formation of arylesters by oxygenation of the 6-position in good to excellent yields and perfect regioselectivity. We did not observe any displacement of fluoride. If the 6-position itself was fluorinated, alternative positions of the benzene portion were attacked. Mechanistically, the reaction proceeds through ring opening of the singlet nitrene to the cyanodiimine or via the iminobenzimidazolium ion. The availability of a set of fluorinated photo-adducts prompted the quantum chemical calculation of their 19F NMR chemical shifts. Even with the most suitable method investigated (ωB97XD/TApr-cc-pVDZ), deviations of up to 5 ppm from the experimental values were observed, underlining the importance of experimental measurements.

Bicyclic compounds

The present invention is directed to new bicyclic compounds of the formula [I], and pharmaceutically acceptable salts thereof wherein R1, R2, R3, R4, R5, R6, R7, Q1Q2and Q3are as defined in the claims. The compounds have N-myristoyltransferase inhibitory and antifungal activity.