Methyl 3-amino-5-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3-amino-5-hydroxybenzoate
• CAS No.: 67973-80-2
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• European Community (EC) Number: 813-005-5
• ChEMBL ID: CHEMBL2311073
• DSSTox Substance ID: DTXSID70498278
• Wikidata: Q82348228
• Mol file: 67973-80-2.mol

Synonyms:methyl 3-amino-5-hydroxybenzoate;67973-80-2;MFCD09263220;Benzoic acid, 3-amino-5-hydroxy-, methyl ester;3-amino-5-hydroxybenzoic acid methyl ester;3-amino-5-hydroxy-benzoic acid methyl ester;SCHEMBL1028307;Methyl3-amino-5-hydroxybenzoate;CHEMBL2311073;DMNGQQIFOZYIRA-UHFFFAOYSA-;DTXSID70498278;DMNGQQIFOZYIRA-UHFFFAOYSA-N;AKOS006343502;AC-2630;PS-3567;SY002343;5-amino-3-hydroxybenzoic acid methyl ester;CS-0044484;FT-0704933;EN300-763951;A867151;InChI=1/C8H9NO3/c1-12-8(11)5-2-6(9)4-7(10)3-5/h2-4,10H,9H2,1H3

Chemical Property of Methyl 3-amino-5-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 124.5 °C
• Refractive Index: 1.606
• Boiling Point: 376.446 °C at 760 mmHg
• PKA: 9.20±0.10(Predicted)
• Flash Point: 181.468 °C
• PSA: 72.55000
• Density: 1.306 g/cm³
• LogP: 1.34220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-amino-5-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=C1)O)N

Technology Process of Methyl 3-amino-5-hydroxybenzoate

There total 3 articles about Methyl 3-amino-5-hydroxybenzoate 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: 59.0%

methanol (67-56-1) + 3,5-Dihydroxybenzoic acid (99-10-5) → 1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) + 3-amino-5-hydroxy-benzoic acid methyl ester (67973-80-2)

Guidance literature:

3,5-Dihydroxybenzoic acid; With ammonium hydroxide; ammonium chloride; at 180 ℃; for 40h;

methanol; With sulfuric acid; In sulfuric acid; for 36h; Reflux;

DOI:10.1021/jo400737f

Reference yield:

methanol (67-56-1) + 3,5-Dihydroxybenzoic acid (99-10-5) → 1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) + methyl 3,5-diaminobenzoate (1949-55-9) + 3-amino-5-hydroxy-benzoic acid methyl ester (67973-80-2) + dimethyl 5,5'-dihydroxy-3,3'-iminodibenzoate (90618-98-7)

Guidance literature:

With ammonium hydroxide; sulfuric acid; ammonium chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) 180 deg C, 40 h, under pressure, 2.) reflux, 36 h;

DOI:10.1016/S0040-4020(01)88639-7

Reference yield:

methanol (67-56-1) + 3-amino-5-hydroxybenzoic acid (76045-71-1) → 3-amino-5-hydroxy-benzoic acid methyl ester (67973-80-2)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

methanol

3,5-Dihydroxybenzoic acid

3-amino-5-hydroxybenzoic acid

Downstream raw materials:

methyl 5-amino-2-chloro-3-hydroxybenzoate

methyl 3-amino-2-chloro-5-hydroxybenzoate

methyl 3-amino-2,6-dichloro-5-hydroxybenzoate

methyl 3-amino-2,4,6-trichloro-5-hydroxybenzoate