53476-34-9

Usage

Uses

Used in Textile Industry:
4-Acetamido-3-aminotoluene is used as a dye intermediate for the production of azo dyes, which are extensively utilized in the textile industry. These dyes are favored for their colorfastness and wide range of hues, making them ideal for coloring fabrics and garments.
Used in Printing Industry:
In the printing industry, 4-Acetamido-3-aminotoluene serves as a precursor for azo dyes that are used to create inks with vibrant and long-lasting colors. These inks are essential for high-quality print jobs on various substrates, including paper, plastic, and textiles.
Used in Hair Dye Production:
4-Acetamido-3-aminotoluene is also used as a dye precursor in hair dyes, contributing to the formulation of colorants that provide a broad spectrum of shades for hair coloring. Its role in hair dyes is crucial for achieving the desired color effects while maintaining the integrity of the hair.
Used in Color Cosmetics:
In the cosmetics industry, 4-Acetamido-3-aminotoluene is employed in the development of color cosmetics such as lipsticks, blushes, and eyeshadows. Its use in these products ensures vibrant and stable colors that are safe for application on the skin.

InChI:InChI=1/C9H12N2O/c1-6-3-4-9(8(10)5-6)11-7(2)12/h3-5H,10H2,1-2H3,(H,11,12)

Upstream product

• 612-45-3 4-methyl-2-nitroacetanilide 
• 64-19-7 acetic acid 
• 89-62-3 4-methyl-2-nitroaniline 

Downstream Products

• 857616-89-8 acetic acid-(2-benzylidenamino-4-methyl-anilide) 
• 132841-39-5 N-[4-Methyl-2-(3-phenyl-thioureido)-phenyl]-acetamide 
• 1514589-87-7 N-(4-methyl-2-{[(5-methylfuran-2-yl)methylidene]amino}phenyl)acetamide 
• 1514590-13-6 C₂₁H₂₀FN₃ 
• 1514590-11-4 C₂₂H₂₃N₃O 
• 1514589-92-4 C₁₅H₁₈N₂O₂ 
• 120209-26-9 2,5-Dimethyl-6-nitrobenzimidazole 
• 2963-65-7 5-methyl-2-phenyl-1H-1,3-benzimidazole 
• 27231-36-3 2-mercapto-5-methylbenzimidazole 
• 84445-76-1 1-(5-Methyl-benzoimidazol-1-yl)-ethanone 
• 132841-43-1 N-[2-(3-Allyl-thioureido)-4-methyl-phenyl]-acetamide 
• 113001-05-1 N-(4-Methyl-2-{[1-(2-nitro-phenyl)-meth-(Z)-ylidene]-amino}-phenyl)-acetamide 
• 84445-82-9 1-acetyl-6-methylbenzimidazole 
• 21541-33-3 1-acetyl-5-methyl-1H-benzimidazole-2-thiol 

Relevant academic research and scientific papers

Synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles

A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H- benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening o

Involvement of Free Nitrenium Ions, Ion Pairs, and Preassociation Trapping in the Reactions of Ester Derivatives of N-Arylhydroxylamines and N-Arylhydroxamic Acids in Aqueous Solution

Rate and product yield data for the decomposition of the ester derivatives of N-arylhydroxylamines and N-arylhydroxamic acids 1a-i in aqueous solution in the presence of N3- support a mechanistic scheme (Scheme 5) in which the trapping by N3- changes from trapping of the free ion, to trapping of an ion pair, to a preassociation process as the ion becomes more reactive.When the rate constant for trapping of the free ion by solvent, ks, 8 s-1, trapping by both N3- and solvent occurs almost exclusively at the free ion.When 108 s-1 s 10 s-1, a change in the mechanism occurs, and trapping of the ion pair by both solvent and N3- becomes important.In this range of reactivity there is also evidence, based on the apparent magnitude of kaz', the rate constant for N3- trapping of the ion pair, that some of the reaction with N3- occurs through a preassociation process.When ks > ca. 1010 s-1 essentially all of the observed N3- trapping occurs by a preassociation process because N3-, which cannot react with the ion pair faster than the diffusion limit, can no longer compete with solvent for the ion pair.This progression in trapping mechanisms as the ion becomes more reactive with solvent is apparently an important factor in determining the carcinogenic potential of aromatic amines and amides which are metabolized into sulfuric and carboxylic acid esters of N-arylhydroxylamines and N-arylhydroxamic acids.Nitrenium ions which undergo slow reactions with solvent are selectively trapped by biologically relevant nucleophiles such as 2'-deoxyguanosine.As the rate constant for reaction with solvent increases, the nitrenium ion is no longer capable of undergoing selective trapping by nonsolvent nucleophiles because these reactions are limited by diffusion, but solvent trapping is not.

o-Nitrobenzylidene Compounds. Part 4. The Cyanide-induced Cyclisation of o-Acetamido-N-(o-nitrobenzylidene)anilines: an Improved Route to Quinoxalinocinnolines

Cyclisation of o-acetamido-N-(o-nitrobenzylidene)anilines (7) with potassium cyanide in methanol (preferably under nitrogen) leads in most cases to quinoxalinocinnolines (6) of unambiguous substitution pattern.In some cases, cyclisation appears to be incomplete, and 2-amino-3-(o-nitrophenyl)quinoxalines (11) are obtained as by-products; in certain cases quinoxalinocinnoline 5-oxides (10) are also detected.These by-products are assumed to result from oxidation of intermediates in the cyclisation process (7) ----> (6).

Synthesis of N-Acetylbenzimidazole Derivatives

For the structure determination of thiazolobenzimidazol-3(2H)-one derivatives (2 or 3) they were converted to the corresponding 1-acetylbenzimidazoles (4) by desulfurization.The latter compounds (4) were alternatively prepared by the cyclization of 2-aminoacetanilide derivatives (5) with CS2 in dimethylformamide (DMF), followed by desulfurization with Raney Ni.However, the reactions of 5 with ethyl orthoformate/H2SO4 in DMF gave a mixture of 4 and its acetyl-rearranged product (7).Keywords-acetyl group; rearrangement; thiazolobenzimidazol-3(2H)-one; N-acetylbenzimidazoles; ethyl orthoformate; carbon disulfide; desulfurization