6968-22-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-4-nitrobenzoic acid is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form stable complexes with metal ions and its versatile chemical properties. It plays a crucial role in the development of new drugs and the improvement of existing ones.
Used in Dye Industry:
3-Amino-4-nitrobenzoic acid is used as a building block in the production of various dyes due to its yellow crystalline nature and its ability to form stable complexes. This makes it a valuable component in the creation of a wide range of colorants for different applications.
Used in Organic Synthesis:
3-Amino-4-nitrobenzoic acid is used as a versatile starting material in organic synthesis for its ability to undergo various chemical reactions, such as substitution, addition, and condensation. Its presence of both an amino and nitro group allows for the synthesis of a wide range of organic compounds, making it an important chemical in the field of organic chemistry.
Used in Chelating Agent Applications:
3-Amino-4-nitrobenzoic acid is used as a chelating agent in various applications, such as in the removal of metal ions from solutions or in the stabilization of metal complexes. Its ability to form stable complexes with metal ions makes it a valuable tool in various chemical processes and analyses.

InChI:InChI=1/C7H6N2O4/c8-5-3-4(7(10)11)1-2-6(5)9(12)13/h1-3H,8H2,(H,10,11)

Upstream product

• 7418-36-2 N-(5-methyl-2-nitrophenyl)acetamide 
• 7732-18-5 water 
• 619-05-6 3,4-diaminobenzoic acid 
• 62-23-7 4-nitro-benzoic acid 
• 99512-09-1 3-amino-4-nitrobenzoic acid methyl ester 
• 587-48-4 3-acetylaminobenzoic acid 
• 100949-13-1 4-nitro-3-(N'-nitro-ureido)-benzoic acid 
• 342044-63-7 ethyl 3-ethoxy-4-nitrobenzoate 
• 54002-27-6 3-acetylamino-4-nitro-benzoic acid 

Downstream Products

• 619-14-7 3-hydroxy-4-nitro-benzoic acid 
• 619-05-6 3,4-diaminobenzoic acid 
• 62-23-7 4-nitro-benzoic acid 
• 7664-41-7 ammonia 
• 84228-43-3 2-nitro-5-ethoxycarbonylaniline 
• 37637-55-1 3-amino-4-nitrobenzyl alcohol 
• 240492-96-0 2-ethoxy-1-[(4'-methoxycarbonylphenyl)-methyl]-1H-benzimidazole-6-carboxylic acid-di-n-propylamide 

Relevant academic research and scientific papers

Evaluation of the Synthetic Potential of an AHBA Knockout Mutant of the Rifamycin Producer Amycolatopsis mediterranei

Supplementing an AHBA(-) mutant strain of Amycolatopsis mediterranei, the rifamycin producer, with a series of benzoic acid derivatives yielded new tetraketides containing different phenyl groups. These mutasynthetic studies revealed unique reductive properties of A. mediterranei towards nitro- and azidoarenes, leading to the corresponding anilines. In selected cases, the yields of mutaproducts (fermentation products isolated after feeding bacteria with chemically prepared analogs of natural building blocks) obtained are in a range (up to 118 mg L-1) that renders them useful as chiral building blocks for further synthetic endeavors. The configuration of the stereogenic centers at C6 and C7 was determined to be 6R,7S for one representative tetraketide. Importantly, processing beyond the tetraketide stage is not always blocked when the formation of the bicyclic naphthalene precursor cannot occur. This was proven by formation of a bromo undecaketide, an observation that has implications regarding the evolutionary development of rifamycin biosynthesis.

Regio- and chemoselective enzymatic N-oxygenation in vivo, in vitro, and in flow

(Chemical Equation Presented) Action by the para: Evaluation of the nitro-group-forming N-oxygenase AurF in vivo, in vitro, and immobilized as a fusion protein with simply H2O2 as oxidant (peroxide shunt) reveals para-regioselective oxygenation of aromatic amines (see scheme). This effect includes the selective oxygenation of diamino compounds.

A convenient copper-catalyzed direct animation of nitroarenes with 9-alkylhydroxylamines

O-Alkylhydroxylamines, particularly O-methylhydroxylamine, aminate nitroarenes in the presence of a strong base and a copper catalyst to give aminonitroarenes in good yields, ortho- or para-Animation with respect to the nitro group takes place, and in some cases the ortho-aminated product is preferentially obtained. With 3-substituted nitrobenzenes where the substituent has a lone pair of electrons, preferential amination occurs at the 2-position to give the sterically most congested 3c-f, 14 and 22g.