3-Amino-4-hydroxybenzoic acid

Base Information

• Chemical Name: 3-Amino-4-hydroxybenzoic acid
• CAS No.: 1571-72-8
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 2922509090
• European Community (EC) Number: 216-390-2
• NSC Number: 700601
• UNII: N155ER48ET
• DSSTox Substance ID: DTXSID60166212
• Nikkaji Number: J35.814B
• Wikidata: Q27104072
• Metabolomics Workbench ID: 51960
• ChEMBL ID: CHEMBL242963
• Mol file: 1571-72-8.mol

Synonyms:3-amino-4-hydroxybenzoic acid;cheetan

Chemical Property of 3-Amino-4-hydroxybenzoic acid

Chemical Property:

• Appearance/Colour: beige-grey to brown crystalline powder
• Vapor Pressure: 9.63E-07mmHg at 25°C
• Melting Point: 208 °C (dec.)(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 388.8 °C at 760 mmHg
• PKA: 9.06±0.18(Predicted)
• Flash Point: 189 °C
• PSA: 83.55000
• Density: 1.491 g/cm³
• LogP: 1.25380
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• Solubility.: Soluble in solvents.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-4-hydroxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)N)O
• Uses: 3-Amino-4-hydroxybenzoic acid is used to produce 4-acetoxy-3-acetylamino-benzoic acid with acetic acid anhydride at temperature of 0 - 20°C. This reaction will need reagents aq. HCl and NaOAc.

Technology Process of 3-Amino-4-hydroxybenzoic acid

There total 14 articles about 3-Amino-4-hydroxybenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-nitro-4-hydroxybenzoic acid (616-82-0) → 3-amino-4-hydroxybenzoic acid (1571-72-8)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; at 0 ℃; for 1h; Reflux;

DOI:10.1016/j.bmcl.2018.01.021

Reference yield:

4-Hydroxy-3-(4-sulfamoyl-phenylazo)-benzoic acid (140648-39-1) → sulfanilamide (63-74-1) + 3-amino-4-hydroxybenzoic acid (1571-72-8)

Guidance literature:

In N,N-dimethyl-formamide; Rate constant; Thermodynamic data; electrochemical reduction (HMDE electrode), various pHs (from 2.03 to 10.00);

DOI:10.1135/cccc19920268

Reference yield:

4-hydroxy-3-phenylazo-benzoic acid (861550-32-5) → 3-amino-4-hydroxybenzoic acid (1571-72-8)

Guidance literature:

With hydrogenchloride; tin;

upstream raw materials:

4-hydroxy-3-phenylazo-benzoic acid

3-nitro-4-hydroxybenzoic acid

3-acetamido-4-hydroxybenzoic acid

methyl 3-amino-4-hydroxybenzoate

Downstream raw materials:

2-methyl-1,3-benzoxazole-5-carboxylic acid

2-thioxo-2,3-dihydrobenzo[d]oxazole-5-carboxylic acid

4-Acetoxy-3-(acetylamino)benzoic acid

4-hydroxy-3-[(1-oxo-9Z-octadecenyl)amino]benzoic acid

Refernces

• 1、 -. "NOVEL SIRT 1 ACTIVATOR AND MEDICINAL USE THEREOF". Paragraph 0112-0113. . Retrieved 2020/03/13.
• 2、 -. "NOVEL ARYLALKENE DERIVATIVES AND USE THEREOF AS SELECTIVE ESTROGEN RECEPTOR MODULATORS". Paragraph 0267. . Retrieved 2013/07/19.