606-22-4

Usage

Uses

Used in Organic Synthesis:
2,6-Dinitroaniline is used as an intermediate in organic synthesis for the production of various chemical compounds. Its reactivity allows it to undergo a range of chemical reactions, making it a valuable building block for the synthesis of complex organic molecules.
Used in Dyes Industry:
2,6-Dinitroaniline is used as an intermediate in the production of dyes. Its chemical structure enables it to form colored compounds, which are useful in the creation of a variety of dyes for different applications, such as textiles, plastics, and printing inks.
Used in Pharmaceutical Industry:
2,6-Dinitroaniline acts as a precursor for the preparation of 2,6-dinitroiodobenzene, which is an important compound in the synthesis of pharmaceuticals. This intermediate plays a crucial role in the development of new drugs and therapeutic agents.
Used in Chemical Research:
2,6-Dinitroaniline is used as a precursor for the development of new 1,2,3-trisubstituted halobenzene derivatives. These novel compounds have potential applications in various fields, including materials science, pharmaceuticals, and agrochemicals, making 2,6-dinitroaniline an important compound for research and development purposes.

Purification Methods

Purify the nitroaniline by chromatography on alumina, then crystallise it from *benzene or EtOH. The N-acetyl derivative has m 197o (from EtOH). [Beilstein 12 IV 1729.]

InChI:InChI=1/C6H5N3O4/c7-6-4(8(10)11)2-1-3-5(6)9(12)13/h1-3H,7H2

Upstream product

• 55704-91-1 N,o-dinitroaniline 
• 26516-42-7 1-iodo-2,6-dinitrobenzene 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 57-13-6 urea 
• 573-56-8 2,6-dinitrophenol 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 98139-22-1 4-amino-3,5-dinitro-benzenesulfonic acid 
• 876475-97-7 N,N-dibenzyl-2,6-dinitro-aniline 
• 108-24-7 acetic anhydride 
• 7664-41-7 ammonia 
• 90403-46-6 potassium 4-amino-3,5-dinitrobenzenesulfonate 

Downstream Products

• 56698-04-5 (2,6-dinitro-phenyl)-(2-nitro-phenyl)-amine 
• 608-32-2 1,2,3-triaminobenzene 
• 99-65-0 meta-dinitrobenzene 
• 603-12-3 2,6-dinitrobenzoic acid 
• 35213-00-4 2,6-dinitrobenzonitrile 
• 5388-62-5 4-chloro-2,6-dinitroaniline 
• 62554-90-9 4-bromo-2,6-dinitroaniline 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 3694-52-8 2,3-diamino-nitrobenzene 
• 90110-78-4 2,6-dinitroacetanilide 
• 56205-31-3 3-(2,6-dinitro-phenyl)-2-thioxo-thiazolidin-4-one 
• 146431-37-0 1-(2,6-dinitrophenyl)-1H-pyrrole 
• 16322-19-3 4-nitro-2,1,3-benzoxadiazole 
• 98-95-3 nitrobenzene 

Relevant academic research and scientific papers

Preparation method of 4-amino-1, 3-dihydro-benzimidazole-2-one

The invention provides a preparation method of 4-amino-1, 3-dihydro-benzimidazole-2-one, which comprises the following steps: Q1, preparation of 2, 6-dinitrochlorobenzene, Q2, preparation of 2, 6-dinitroaniline, Q3, preparation of 3-nitro-o-phenylenediamine, Q4, preparation of 4-nitro-1H-benzo[d]imidazole-2(3H)-one and Q5, preparation of 4-amino-1, 3-dihydro-benzimidazole-2-one. According to the preparation method, 3, 5-dinitro-4-chlorobenzoic acid which is low in price is used as a raw material, and the high-yield 4-amino-1, 3-dihydro-benzimidazole-2-one is obtained through reactions such asdecarboxylation and ammoniation. The whole reaction process is easy to control, the product yield is high, good social benefits and economic benefits can be brought, and the economic value potential is large.

Kinetics and Mechanism of Oxidation of 2,4-Dinitrophenylhydrazine, p-Nitrophenylhydrazine, and p-Tolylhydrazine with Potassium Hexacyanoferrate(III) in Acidic Perchlorate Media

The kinetics of oxidation of 2,4-dinitrophenylhydrazine (dnph), p-nitrophenylhydrazine (pnph), and p-tolylhydrazine (pth) with hexacyanoferrate(III) have been studied in acidic perchlorate solutions.The oxidation of pnph has no dependence on +> in the range 0.15-2.0 mol dm-3.In the oxidation of dnph complex formation with 3- occurs, and the reaction is independent of +> in the range 0.025-2.5 mol dm-3.The oxidation of pth in the range 0.01-1.6 mol dm-3 has been found to obey the rate low -d3->/dt = 33->1''/K1''+>) + k2'' + k3''K2''+>>, where K1'' and K2'' are the first and second protonation constants of pth, and k1'', k2'', and k3'' are the second-order rate constants for the unprotonated, monoprotonated, and diprotonated species respectively.The oxidations occur via aryldiazene and diazonium ion intermediates, to produce substituted azobenzenes and anilines as final products.In the oxidations 2-3 mol of 3- are consumed by each mol of arylhydrazine, depending on the conditions; under specific conditions, the stoicheiometry is exact.

Preparation of 2,6-dinitroanilines

This invention relates to a novel process for the preparation of N-alkylated and N,N-dialkylated 2,6-dinitroaniline herbicidal agents.

Method for inhibiting the growth of tobacco suckers

The growth of tobacco suckers in tobacco plants is inhibited by applying to the tobacco plants an effective amount of a substituted 2,6-dinitroaniline alone or in combination with a surfactant.

Chemotherapeutically active nitro compounds. I. Nitroanilines

More than 200 nitro compounds, most of them nitroaniline derivatives substituted with one or more radicals having a basic reaction, were prepared and investigated as to their therapeutic activity against bacteria, fungi, protozoa, helminths, viruses and tumors. Several mono nitrobenzenes with a radical having a basic reaction showed a weak in vitro activity against gram positive bacteria and against Crocker's sarcoma 180; they also showed systemic activity against nematodes (Aspiculuris tetraptera) and viruses. The majority of therapeutically active compounds with pronounced in vitro activity against Trichomonas fetus, Entamoeba histolytica, Schistosoma mansoni, cestodes, nematodes (Ancylostoma caninum), viruses (influenza, MHV, SAV and EMC) and various types of carcinoma (Ehrlich's carcinoma, leukemia 1210, Crocker's sarcoma 180) were dinitrobenzene derivatives with one radical having a basic reaction and electropositive groups or unreactive or reactive chlorine atom, and di nitrobenzene with two equal or two different radicals having a basic reaction. Compound No. 70 revealed a marked in vitro activity against fungi (Trichophyton; Microsporum, Candida albicans). Other nitro compounds such as bis mono and bis dinitrobenzene derivatives likewise showed a systemic action against E. histolytica, viruses and, in particular, carcinoma (Crocker's sarcoma 180, Ridgway's osteosarcoma). Oxygen and sulfur analogue compounds as well as compounds produced by reduction also possessed a distinct activity against E. histolytica and viruses. On the basis of the present results, the dinitrobenzenes substituted with two radicals having a basic reaction include a number which have in common a recognizable structure/activity relationship in respect to E. histolytica, Schistosoma mansoni and different types of viruses. The activity against viruses in this class of compounds is probably due to an increased interferon production in the host animal. Whether the mechanism of action is the same against E. histolytica or Schistosoma mansoni has not been determined so far. A tumorigenic effect was observed mainly in those di nitrobenzenes which are classed as alkylating compounds. Because of the small chemotherapeutic index, the trials were not continued with the most effective compounds mentioned.