615-05-4

Usage

Uses

Used in Analytical Chemistry:
2,4-Diaminoanisole is used as an analytical reference standard for the determination of specific analytes in different matrices. Its unique chemical properties allow for accurate and precise measurements, making it a valuable tool in analytical chemistry.
Used in Environmental Analysis:
2,4-Diaminoanisole is used as an analytical reference standard for the determination of the analyte in mainstream waterpipe smoke. This application is crucial for assessing the chemical composition and potential health risks associated with waterpipe smoke, using liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS).
Used in Cosmetic Industry:
In the cosmetic industry, 2,4-Diaminoanisole is used as an analytical reference standard for the determination of the analyte in haircolor products. High-performance liquid chromatography (HPLC) is employed to ensure the quality and safety of haircolor products, with 2,4-Diaminoanisole serving as a reliable reference for accurate measurements and analysis.

Reactivity Profile

2,4-DIAMINOANISOLE is incompatible with the following: Strong oxidizers .

Safety Profile

Confirmed carcinogen. Poison by intraperitoneal route. Moderately toxic by ingestion. Experimental reproductive effects. Human mutation data reported. A skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also other diaminoanisole entries.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

InChI:InChI=1/C7H10N2O/c1-10-6-4-2-3-5(8)7(6)9/h2-4H,8-9H2,1H3

Upstream product

• 119-27-7 2,4-dinitroanisole 
• 21702-84-1 2,4-dibromoanisole 
• 104-94-9 4-methoxy-aniline 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 100-66-3 methoxybenzene 
• 90-04-0 2-methoxy-phenylamine 
• 51-28-5 2,4-Dinitrophenol 
• 95-86-3 2,4-diaminophenol 
• 74-88-4 methyl iodide 

Downstream Products

• 100724-85-4 6-methoxy-2-phenyl-2H-benzotriazol-5-ylamine 
• 18370-98-4 4-methoxy-6-phenylazo-m-phenylenediamine 
• 73159-04-3 2,4-Bis-dimethylamino-phenol 
• 66608-48-8 4-Methoxy-N,N'-bis-(N-diethoxyphosphoryl-thiocarbamoyl)-1,3-phenylendiamin 
• 16349-69-2 3,3'-dimethyl-1,1'-(4-methoxy-m-phenylene)-bis-thiourea 
• 13431-11-3 4-methoxy-N,N'-bisbenzoyl-m-phenylenediamine 
• 24200-34-8 N-[5-(Ethoxyoxalyl-amino)-2-methoxy-phenyl]-oxalamic acid ethyl ester 
• 41540-61-8 2-Amino-5-methoxyindamin 
• 919769-94-1 ethyl N-(3-ethoxycarbonylamino-4-methoxyphenyl)carbamate 
• 6375-47-9 3-amino-4-methoxyacetanilide 
• 869058-67-3 N¹-(acridin-9-yl)-4-methoxybenzene-1,3-diamine 
• 869058-68-4 4-methoxy-N¹-(4-methylacridin-9-yl)benzene-1,3-diamine 
• 1246084-29-6 N,N'-bis(3-fluoro-4,6-dinitrophenyl)-4-methoxy-1,3-phenylenediamine 
• 1442637-05-9 4-methoxy-6-[4-(N-ethyl-N-isopropylamino)phenylimino]-3-iminocyclohexa-1,4-dienyl-1-amine 

Relevant academic research and scientific papers

Enhanced reductive transformation of 2,4-dinitroanisole in a anaerobic system: The key role of zero valent iron

Accelerated reduction of typical multi-substituted nitroaromatic compounds (NACs), i.e., 2,4-dinitroanisole (DNAN), was achieved in an anaerobic system coupled with zero valent iron (ZVI), with the underlying role of ZVI in this process elucidated. Both removal of DNAN and formation of its final reductive product 2,4-diaminoanisole (DAAN) were notably improved in the ZVI coupled biosystem. In the ZVI coupled biosystem and biotic control system, complete removal of DNAN could be achieved within 4 h and 20 h, respectively. However, only 28.71 ± 5.06% of DNAN could be removed in the ZVI control system after 20 h. Correspondingly, the formation efficiencies of DAAN in the ZVI coupled biosystem, biotic control system and ZVI control system were 99.66 ± 0.70%, 16.99 ± 1.73% and 0.00 ± 0.00%, respectively. The increased DNAN removal and DAAN formation in the ZVI coupled biosystem was linked to the high accumulation of formate, low oxidation-reduction potential (ORP) and great pH self-buffering capability, which was provided by the addition of ZVI. Compared with the biotic control system, the production of CH4 was significantly accelerated in the ZVI coupled biosystem, indicating that a favorable environment for methanogens was created at the presence of ZVI. Especially, the ZVI coupled biosystem displayed a more stable performance in terms of DNAN reduction with the coexistence of the competitive electron acceptors, such as nitrate and sulfate. Therefore, the ZVI coupled biosystem could be a promising alternative to the conventional anaerobic reduction process for the removal of multi-substituted NACs from wastewater.

C-H Amination of Arenes with Hydroxylamine

This Letter describes the development of a TiIII-mediated reaction for the C-H amination of arenes with hydroxylamine. This reaction is applied to a variety of electron-rich (hetero)arene substrates, including a series of natural products and pharmaceuticals. It offers the advantages of mild conditions (room temperature), fast reaction rates (30 min), compatibility with ambient moisture and air, scalability, and the use of inexpensive commercial reagents.

Synthesis process of 2-amino-4-acetylaminoanisole

The invention discloses a synthesis process of 2-amino-4-acetylaminoanisole. The process includes: taking 2, 4-dinitroanisole as the raw material, performing hydrogenation to obtain 2, 4-diaminoanisole, complexing the 2-amino of 2, 4-diaminoanisole with an acidification reagent, then carrying out acylation reaction with an acetylation reagent to obtain 2-amino-4-acetylaminoanisole. The synthesis method provided by the invention not only effectively reduces the oxidation of diamino and secondary acylation of amino, improves the purity and yield of 2-amino-4-acetylaminoanisole, but also recyclesthe catalyst and methanol, and effectively utilizes the hydrogenation reaction heat, meets the requirements of clean production, and can be used for industrial production.

Process for synthesizing 2-amino-4-acetylaminoanisole

The invention discloses a process for synthesizing 2-amino-4-acetylaminoanisole. The process comprises the steps of preparing 2,4-dinitroanisole from 2,4-dinitrochlorobenzene, which serves as a raw material, in methanol, in the presence of sodium hydroxide or potassium hydroxide, carrying out reduction in the presence of action of Pd/C catalyst by taking hydrazine monoformate as a hydrogen sourceso as to prepare a 2,4-diaminoanisole-methanol solution, and then, subjecting 2,4-diaminoanisole and acetic anhydride to a partial acylation reaction in the presence of an acid binding agent, therebypreparing the 2-amino-4-acetylaminoanisole. According to the process disclosed by the invention, the energy consumption is low, the cost is low, the volume of solid waste and waste liquid is small, the process is environmentally friendly, the operation is simple, the reaction conditions are mild, the industrial safety coefficient is big, the total yield of a target compound is 85% or more (by initial reactants), the HPLC purity is 99.0% or more, and the target compound is high in yield and good in quality, so that the process is more applicable to industrial production.

Synthesis process of 4-acetamino-2-aminoanisol

The invention belongs to the field of fine chemical engineering, and discloses a synthesis process of 4-acetamino-2-aminoanisol. The synthesis method comprises the following steps: step one, adding 0.25 mol of 2,4-dinitrochlorobenzene and 100 ml of methyl alcohol, carrying out heating to 35-45 DEG C, adding a sodium hydroxide solution with a mass fraction of 20% with a decreasing speed, carrying out heating to 55-65 DEG C, carrying out filtering, diluting the filter cake with water, and carrying out drying under reduced pressure to obtain 2,4-nitroanisole; step two, preparing 200 ml of a sodium disulfide solution with a concentration of 20%, adding 0.25 mol of the 2,4-dinitroanisole, carrying out heating to a reflux temperature, then carrying out cooling to 80 DEG C, carrying out standing,washing a filter cake by using cold water, and carrying out drying under reduced pressure to obtain 2,4-diaminophenyl ether; and step three, adding 0.25 mol of 2,4-diaminoanisole, 50 ml of acetic acid and 0.1 mol of a catalyst, carrying out ice bath, adding 0.25 mol of acetic anhydride, adding 125 ml of ice water, carrying out filtering, washing a filter cake with a solution of sodium dithionite,and carrying out drying under reduced pressure to obtain the 4-acetamino-2-aminoanisol. The invention aims at providing the synthesis process of 4-acetamino-2-aminoanisol, and the synthesis method has the advantages of high recovery rate, simple process and low cost.

Synthesis process of 2-amidogen-4-acetamido anisole

The invention discloses a synthesis process of 2-amidogen-4-acetamido anisole. The synthesis process of the 2-amidogen-4-acetamido anisole comprises the steps of adopting p-methoxyaniline as a raw material, carrying out partial acylation reaction on the p-methoxyaniline and acetic anhydride, and preparing to obtain p-acetamido anisole; then carrying out nitration reaction, carrying out one-pot method'reaction to obtain 2-nitro-4-acetamido anisole, and under the action of a Pd/C catalyst, reducing the 2-nitro-4-acetamido anisole by adopting hydrazine monoformate as a hydrogen source to preparethe 2-amidogen-4-acetamido anisole. The synthesis process provided by the invention is low in energy consumption, low in cost, less in solid wastes and waste liquids, green and environmentally friendly, simple to operate, mild in reaction conditions, and high in industrial safety coefficient, the total yield of the target compound is 85 percent or above (on the basis of an initial reaction raw material), the HPLC (High Performance Liquid Chromatography) purity is 99.0 percent or above, the target compound is high in yield and good in quality, and the synthesis process is more suitable for industrial production.

Synthesis method for disperse dye intermediate

The invention discloses a synthesis method for a disperse dye intermediate. The synthesis method comprises the following steps: preparing 2,4-diaminophenol through reduction reaction of 2,4-dinitrophenol and hydrogen gas; enabling 2,4-diaminophenol and iodomethane to generate etherification reaction under action of a catalyst tributyl methyl ammonium carbonate to prepare 2,4-diaminoanisole; and enabling 2,4-diaminoanisole and acetic anhydride to generate acylation reaction to prepare a target product 3-amino-4-methoxya-cetanilide. Compared with a 2,4-diaminoanisole hydrogenation reduction process, the 2,4-dinitrophenol hydrogenation reduction process is adopted, so that the conversation rate is high and the side reactions are fewer.

Method for continuous production of 2-amino-4-acetaminoanisole

The invention discloses a method for continuous production of 2-amino-4-acetaminoanisole and belongs to preparation of organic compounds. According to the method, 2,4-dinitrobenzene methyl ether is used as a raw material, and the 2-amino-4-acetaminoanisole is obtained through hydrogenation reduction and selective acylation. The method adopts a continuous flow process, the phenomenon that the 2-amino-4-acetaminoanisole is in contact with air and accordingly is oxidized is avoided through strict control of raw material proportion, standing time and reaction temperature, the selective acylate 2-amino-4-acetaminoanisole is obtained at high yield, the yield is up to 99%, and the purity is up to 99.9%.

Electrochemical amination. Selective introduction of two amino groups into an aromatic ring

Indirect cathodic amination of anisole via a Ti(IV)–NH2OH system in aqueous solutions of sulfuric acid is studied. The major products of the radical cation substitution in these media are para- and ortho-anisidines and 4-methoxy-1,3-phenylenediamine. The most efficient electrochemical process takes place in 10–12 М H2SO4. Under these conditions, complete conversion of the source of amino radicals is observed, and the total current yields, which correspond to the yields per hydroxylamine, reach 60%.

2-amino-4-acetamino anisole synthesis process

The invention discloses a 2-amino-4-acetamino anisole synthesis process. The process comprises the following steps that in methyl alcohol, 2,4-diaminobenzene methyl ether (III) and acetic anhydride are subjected to an acylation reaction as follows under the effect of an acid-binding agent to obtain 2-amino-4-acetamino anisole (IV), wherein the mole ratio of the acid-binding agent to the 2,4-diaminobenzene methyl ether is 0.3:1-0.6:1. The synthesis process is low in energy consumption, low in cost, small in amount of solid waste and liquid waste, free of pollution, environmentally friendly, easy to operate, mild in reaction condition and high in industrial safety coefficient, the target compound yield is 86% or above (based on initial reaction raw materials), the HPLC purity is 99.0% or above, and the target compound is high in yield, good in quality, and more applicable to industrial production.