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Usage

Uses

Used in Pharmaceutical Industry:
N-(2,6-DIMETHYLPHENYL)FORMAMIDE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Pesticide Industry:
In the pesticide industry, N-(2,6-DIMETHYLPHENYL)FORMAMIDE is utilized as a key component in the production of various pesticides, aiding in the creation of effective solutions for pest control and management.
Used in Dye and Pigment Production:
N-(2,6-DIMETHYLPHENYL)FORMAMIDE is used as a building block in the manufacturing process of dyes and pigments, playing a crucial role in the coloration of various products and materials.
Used in Organic Compound Synthesis:
N-(2,6-DIMETHYLPHENYL)FORMAMIDE is employed as a versatile intermediate in the synthesis of a wide range of organic compounds, facilitating the creation of diverse chemical products for various applications across different industries.

Upstream product

• 64-18-6 formic acid 
• 87-62-7 2,6-dimethylaniline 
• 2258-42-6 formyl acetic anhydride 
• 109-94-4 formic acid ethyl ester 
• 3197-61-3 N-formylimidazole 
• 81-20-9 2,6-dimethylnitrobenzene 
• 124-38-9 carbon dioxide 
• 141-53-7 sodium formate 
• 28556-81-2 2,6-dimethylphenylisocyanate 
• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 877175-24-1 N¹,N³-bis-(2,6-dimethyl-phenyl)-2-oxo-propanediimidoyl dichloride 

Downstream Products

• 20682-52-4 formic acid-[N-(2-diethylamino-ethyl)-2,6-dimethyl-anilide] 
• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 767-71-5 N-methyl-2,6-dimethylaniline 
• 20979-95-7 N-(2,6-dimethylphenyl)-carboxythioamide 
• 92917-44-7 C₉H₁₀N₂O₂ 
• 154592-61-7 2,6-xylyl isoselenocyanate 
• 77486-34-1 N'-(2,6-Dimethyl-phenyl)-N,N-dipropyl-formamidine 
• 104310-91-0 O,O-diethyl-N-(2,6-dimethylphenyl)phosphorylamide 
• 25348-08-7 N,N'-di (2,6-dimethylphenyl) urea 
• 4175-28-4 N-Methyl-N-<2,6-dimethyl-phenyl>-aethylendiamin 
• 4175-27-3 N-Cyanmethyl-N-formyl-2,6-dimethyl-anilin 
• 19241-16-8 2,6-dimethylphenylisothiocyanate 
• 85754-22-9 2,6-dimethyl-3,5-dinitro-aniline 
• 46488-79-3 N-Methyl-N-(2,6-dimethyl-phenyl)-N'-guanyl-aethylendiamin 

Relevant academic research and scientific papers

NMR studies of hydrogen bonding inte1ractions with secondary amide and urea groups

The cis/trans ratios for six model secondary amides were determined by 1H NMR in a range of solvent systems. The trans to cis equilibrium in chloroform is only slightly affected by addition of the hydrogen bond donor, trifluorethanol, but the c

Novel 4-phenoxypyridine derivatives bearing imidazole-4-carboxamide and 1,2,4-triazole-3-carboxamide moieties: Design, synthesis and biological evaluation as potent antitumor agents

Two series of novel 4-phenoxypyridine derivatives containing imidazole-4-carboxamide and 4-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-3-carboxamide moieties were synthesized and evaluated for their in vitro inhibitory activities against c-Met kinase and anti

Enantioselective Synthesis of Azetidines through [3 + 1]-Cycloaddition of Donor-Acceptor Aziridines with Isocyanides

The enantioselective [3 + 1]-cycloaddition of racemic donor-acceptor (D-A) aziridines with isocyanides was first realized under mild reaction conditions using a chiral N,N′-dioxide/MgIIcomplex as catalyst, providing a facile route to enantioenriched exo-imido azetidines with good to excellent yield (up to 99%) and enantioselectivity (up to 94% ee). An obvious chiral amplification effect was observed in this system, and an explanation was elucidated based on the experimental investigation and X-ray crystal structure of the enantiomerically pure catalyst.

Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines

Novel palladium nanoparticles stabilized by clinoptilolite as a natural inexpensive zeolite prepared and used for N-formylation and N-acylation of amines at room temperature at environmentally benign reaction conditions in good to excellent yields. Pd (II) was immobilized on the surface of clinoptilolite via facile multi-step amine functionalization to obtain a sustainable, recoverable, and highly active nano-catalyst. The structural and morphological characterizations of the catalyst carried out using XRD, FT-IR, BET and TEM techniques. Moreover, the catalyst is easily recovered using simple filtration and reused for 7 consecutive runs without any loss in activity.

Reversible switching between housane and cyclopentanediyl isomers: An isonitrile-catalysed thermal reverse reaction

The photo-isomerization of an isolable five-membered singlet biradical based on C, N, and P ([TerNP]2CNDmp, 2a) selectively afforded a closed-shell housane-type isomer (3a) by forming a transannular P-P bond. In the dark, the housane-type species re-isomerized to the biradical, resulting in a fully reversible overall process. In the present study, the influence of tBuNC on the thermal reverse reaction was investigated: The isonitrile acted as a catalyst, thus allowing control over the thermal reaction rate. Moreover, tBuNC also reacted with the biradical to form an adductspecies ([TerNP]2CNDmp·CNtBu, 4a), which can be regarded as the resting state of the system. The reactive species 2a and 3a could be re-generated in situ by irradiation with red light. The results of this study extend our understanding of this new class of molecular switches.

Mild C?F Activation in Perfluorinated Arenes through Photosensitized Insertion of Isonitriles at 350 nm

Fluorinated compounds have become important in the fields of agrochemical industry, pharmaceutical chemistry and materials sciences. Accordingly, various methods for their preparation have been developed in the past. Fluorinated compounds can be accessed via conjugation with fluorinated building blocks, via C?H fluorination or via selective activation of perfluorinated compounds to give the partially fluorinated congeners. Especially the direct activation of C?F bonds, one of the strongest σ-bonds, still remains challenging and new strategies for C?F activation are desirable. Herein a method for the photochemical activation of aromatic C?F bonds is presented. It is shown that isonitriles selectively insert into aromatic C?F bonds while aliphatic C?F bonds remain unaffected. Mechanistic studies reveal the reaction to proceed via the indirect excitation of the isonitrile to its triplet state by photoexcited acetophenone at 350 nm. Due to the relatively mild light used, the process shows high functional group tolerance and various compounds of the class of benzimidoyl fluorides are accessible from aryl isonitriles and commercially available perfluorinated arenes. (Figure presented.).

TEMPO-Catalyzed Aerobic Oxidative Selenium Insertion Reaction: Synthesis of 3-Selenylindole Derivatives by Multicomponent Reaction of Isocyanides, Selenium Powder, Amines, and Indoles under Transition-Metal-Free Conditions

A novel and efficient approach for the selenium functionalization of indoles was developed with selenium powder as the selenium source, catalyzed by 2,2,6,6-tetramethylpiperidinooxy (TEMPO) and employing O2 as the green oxidant. This protocol provides a practical route for the synthesis of 3-selenylindole derivatives and has the advantages of readily available starting materials, mild reaction conditions, and a wide scope of substrates. Electron spin-resonance (ESR) studies reveal that the approach involves the formation of nitrogen-centered radicals and selenium radicals via oxidation of in situ generated selenoates.

Excited-State Switching between Ligand-Centered and Charge Transfer Modulated by Metal-Carbon Bonds in Cyclopentadienyl Iridium Complexes

Three series of pentamethylcyclopentadienyl (Cp?) Ir(III) complexes with different bidentate ligands were synthesized and structurally characterized, [Cp?Ir(tpy)L]n+ (tpy = 2-tolylpyridinato; n = 0 or 1), [Cp?Ir(piq)L]n+ (piq = 1-phenylisoquinolinato; n = 0 or 1), and [Cp?Ir(bpy)L]m+ (bpy = 2,2′-bipyridine; m = 1 or 2), featuring a range of monodentate carbon-donor ligands within each series [L = 2,6-dimethylphenylisocyanide; 3,5-dimethylimidazol-2-ylidene (NHC); methyl)]. The spectroscopic and photophysical properties of these molecules and those of the photocatalyst [Cp?Ir(bpy)H]+ were examined to establish electronic structure-photophysical property relationships that engender productive photochemical reactivity of this hydride and its methyl analogue. The Ir(III) chromophores containing ancillary CNAr ligands exhibited features anticipated for predominantly ligand-centered (LC) excited states, and analogues bearing the NHC ancillary exhibited properties consistent with LC excited states containing a small admixture of metal-to-ligand charge-transfer (MLCT) character. However, the molecules featuring anionic and strongly σ-donating methyl or hydride ligands exhibited photophysical properties consistent with a high degree of CT character. Density functional theory calculations suggest that the lowest energy triplet states in these complexes are composed of a mixture of MLCT and ligand-to-ligand CT originating from both the Cp? and methyl or hydride ancillary ligands. The high degree of CT character in the triplet excited states of methyliridium complexes bearing C^N-cyclometalated ligands offer a striking contrast to the photophysical properties of pseudo-octahedral structures fac-Ir(C^N)3 or Ir(C^N)2(acac) that have lowest-energy triplet excited states characterized as primarily LC character with a more moderate MLCT admixture.

Mesoporous silica SBA-15 functionalized with acidic deep eutectic solvent: A highly active heterogeneous N-formylation catalyst under solvent-free conditions

Mesoporous silica SBA-15 functionalized with N-methylpyrrolidonium-zinc chloride based deep eutectic solvent (DES) is found to be a more efficient and reusable catalyst for a convenient N-formylation of a variety of amines at room temperature. N-Formylation of primary, secondary as well as heterocyclic amines have been carried out in good to excellent yields by treatment with formic acid in low loading of DES/SBA-15 an environmentally benign catalyst for the first time. The DES/SBA-15 catalyst, which possesses both Br?nsted and Lewis acidities as well as an active SBA-15 support, makes this procedure quite simple, reusable, more convenient and practical. This catalyst was tolerant of a wide range of functional groups, and it can be reused for four runs without obvious deactivation.

Palladium-Catalyzed One-Pot Synthesis of N -Sulfonyl, N -Phosphoryl, and N -Acyl Guanidines

An efficient palladium-catalyzed cascade reaction of azides with isonitrile and amines is presented; it offers an alternative facile approach toward N -sulfonyl-, N -phosphoryl-, and N -acyl-functionalized guanidines in excellent yield. These series of substituted guanidines exhibit potential biological and pharmacological activities. In addition, the less reactive intermediate benzoyl carbodiimide could be isolated by silica gel column flash chromatography in moderate yield.