831-51-6

Usage

Uses

Used in Environmental and Health Monitoring:
3-amino-5-nitrosalicylic acid is used as a colorimetric reagent for detecting the presence of nitrite ions in solution, which is crucial for environmental and health monitoring. 3-amino-5-nitrosalicylic acid reacts with nitrite ions to form a diazonium salt, which then couples with other compounds to produce a colored product, allowing for quick and easy detection of nitrite ions indicative of various environmental and health concerns.
Used in Pharmaceutical Synthesis:
3-amino-5-nitrosalicylic acid is used as a key intermediate in the synthesis of pharmaceuticals and other organic compounds. Its versatile chemical properties make it a valuable component in the development of new drugs and organic compounds, contributing to advancements in the pharmaceutical industry.

InChI:InChI=1/C7H6N2O5/c8-5-2-3(9(13)14)1-4(6(5)10)7(11)12/h1-2,10H,8H2,(H,11,12)

Synthetic route

3,5-dinitrosalicylic acid (609-99-4) → 3-amino-5-nitrosalicylic acid (831-51-6)

Conditions	Yield
bei partieller Reduktion;
With ammonium sulfide; ammonia

3-amino-5-nitrosalicylic acid (831-51-6) → 3,5‐diaminosalicylic acid (112725-89-0)

Conditions	Yield
With sodium tetrahydroborate; C54H50Cl2N2O3Ru2 In ethanol at 20℃; for 3h;	80%

phosgene (75-44-5) + 3-amino-5-nitrosalicylic acid (831-51-6) → 5-nitro-2-oxo-2,3-dihydro-benzoxazole-7-carboxylic acid

Conditions	Yield
With alkali

phosgene (75-44-5) + 3-amino-5-nitrosalicylic acid (831-51-6) → 5,5'-diamino-2,2'-dihydroxy-3,3'-ureylene-di-benzoic acid

Conditions	Yield
nachfolgend Reduktion;

3-amino-5-nitrosalicylic acid (831-51-6) → 3-carboxy-2-hydroxy-5-nitro-benzenediazonium-betaine

Conditions	Yield
With hydrogenchloride; sodium nitrite

3-amino-5-nitrosalicylic acid (831-51-6) + acetic anhydride (108-24-7) → 3-acetylamino-2-hydroxy-5-nitro-benzoic acid (54670-12-1)

3-amino-5-nitrosalicylic acid (831-51-6) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 3-(2,4-dinitro-anilino)-2-hydroxy-5-nitro-benzoic acid

3-amino-5-nitrosalicylic acid (831-51-6) → 3-bromo-2-hydroxy-5-nitro-benzoic acid (57688-24-1) + 2.6-dibromo-nitro-phenol

Conditions	Yield
With hydrogen bromide Reaktion ueber mehrere Stufen;

3-amino-5-nitrosalicylic acid (831-51-6) → 2-hydroxybromobenzene (95-56-7)

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrobromic acid / Reaktion ueber mehrere Stufen 2: tin; hydrochloric acid 3: water; sodium nitrite / Behandeln der entstandenen Diazoverbindung mit absol. Alkohol 4: water / 180 °C View Scheme

3-amino-5-nitrosalicylic acid (831-51-6) → 3-bromosalicylic acid (3883-95-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrobromic acid / Reaktion ueber mehrere Stufen 2: tin; hydrochloric acid 3: water; sodium nitrite / Behandeln der entstandenen Diazoverbindung mit absol. Alkohol View Scheme

3-amino-5-nitrosalicylic acid (831-51-6) → 5-amino-3-bromosalicylic acid (54669-99-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrobromic acid / Reaktion ueber mehrere Stufen 2: tin; hydrochloric acid View Scheme

Upstream product

• 609-99-4 3,5-dinitrosalicylic acid 

Downstream Products

• 54670-12-1 3-acetylamino-2-hydroxy-5-nitro-benzoic acid 
• 112725-89-0 3,5‐diaminosalicylic acid 
• 54669-99-7 5-amino-3-bromosalicylic acid 
• 3883-95-2 3-bromosalicylic acid 
• 95-56-7 2-hydroxybromobenzene 

Relevant academic research and scientific papers

Selective partial hydrogenation of dinitrobenzenes to nitroanilines catalyzed by Ru/C

Ru/C was found to be a highly effective catalyst for the selective partial hydrogenation of a range of dinitrobenzenes to their corresponding nitroanilines with excellent selectivity under mild conditions. Furthermore, the effect from other substitute groups of dinitrobenzenes on partial hydrogenation was also explored in this study. Copyright

Studies on the substrate specificity of Escherichia coli galactokinase

(Martix presented) In vitro glycorandomization (IVG) technology is dependent upon the ability to rapidly synthesize sugar phosphates. Compared with chemical synthesis, enzymatic (kinase) routes to sugar phosphates would be attractive for this application. This work focuses upon the development of a high-throughput colorimetric galactokinase (GalK) assay and its application toward probing the substrate specificity and kinetic parameters of Escherichia coli GalK. The demonstrated dinitrosalicylic assay should also be generally applicable to a variety of sugar-processing enzymes.