Methyl 4-Amino-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 4-Amino-2-hydroxybenzoate
• CAS No.: 4136-97-4
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• European Community (EC) Number: 223-958-3
• NSC Number: 48927,30263
• UNII: KKK6HU29FV
• DSSTox Substance ID: DTXSID80194310
• Nikkaji Number: J45.062F
• Wikidata: Q27116408
• Metabolomics Workbench ID: 67940
• ChEMBL ID: CHEMBL1458862
• Mol file: 4136-97-4.mol

Synonyms:Methyl 4-Amino-2-hydroxybenzoate;4136-97-4;METHYL 4-AMINOSALICYLATE;Methyl p-aminosalicylate;Pas methyl ester;p-Aminosalicylic acid methyl ester;Benzoic acid, 4-amino-2-hydroxy-, methyl ester;methyl 4-amino-2-hydroxybenzenecarboxylate;4-AMINOSALICYLIC ACID METHYL ESTER;Salicylic acid, amino-, methyl ester;methyl 4-amino-2-hydroxy-benzoate;EINECS 223-958-3;MFCD00088091;NSC 30263;NSC 48927;BRN 0972631;CHEBI:35089;3-hydroxy-4-methoxycarbonylaniline;NSC-30263;NSC-48927;4-14-00-01973 (Beilstein Handbook Reference);METHYL4-AMINOSALICYLATE;Methyl4-Amino-2-hydroxybenzoate;4-Aminosalicylic acid, methyl ester;methyl 4aminosalicylate;methyl 4-amino-salicylate;4-amino-2-hydroxy-benzoic acid methyl ester;KKK6HU29FV;Bionet2_000475;Oprea1_010221;p-Aminosalicylsauremethylester;MLS000544886;SCHEMBL616715;CHEMBL1458862;DTXSID80194310;methyl 2-hydroxy-4-aminobenzoate;HMS1365F13;HMS2313B05;4-aminosalicyclic acid methyl ester;NSC30263;NSC48927;AKOS005069412;AC-7219;CS-W017842;NCGC00246577-01;SMR000126643;SY005181;2-Hydroxy-4-aminobenzoic acid methyl ester;4-amino-2-hydroxybenzoic acid methyl ester;LS-144245;4-amino-2-hydroxy benzoic acid methyl ester;AM20060979;FT-0600644;M2699;D71082;EN300-177151;11P-706;4-AMINO-2-HYDROXYBENZOIC ACID METHYLESTER;A825536;W-106307;Q27116408;Z276846542

Chemical Property of Methyl 4-Amino-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 9.21E-05mmHg at 25°C
• Melting Point: 120-123oC
• Refractive Index: 1.605
• Boiling Point: 329.5 °C at 760 mmHg
• PKA: 9.81±0.10(Predicted)
• Flash Point: 153.1 °C
• PSA: 72.55000
• Density: 1.305 g/cm³
• LogP: 1.34220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

Methyl 4-aminosalicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)N)O
• Uses: Methyl 4-aminosalicylate is used as pharmaceutical intermediate.

Technology Process of Methyl 4-Amino-2-hydroxybenzoate

There total 13 articles about Methyl 4-Amino-2-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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-Aminosalicylic acid (65-49-6) → methyl 4-aminosalicylate (4136-97-4)

Guidance literature:

In diethyl ether; at 25 ℃; for 0.333333h;

Reference yield: 99.0%

→ methyl 4-aminosalicylate (4136-97-4)

Guidance literature:

In methanol; water; at 20 ℃; for 0.0833333h;

With ammonia borane; In methanol; water; at 20 ℃;

Reference yield: 99.0%

2-hydroxy-4-nitro-benzoic acid methyl ester (13684-28-1) → methyl 4-aminosalicylate (4136-97-4)

Guidance literature:

With borane-ammonia complex; In methanol; water; at 20 ℃; for 0.0833333h;

DOI:10.1021/cs500167k

upstream raw materials:

diazomethane

4-Aminosalicylic acid

2-hydroxy-4-nitro-benzoic acid methyl ester

methanol

Downstream raw materials:

2-hydroxy-4-(2-hydroxy-ethylamino)-benzoic acid methyl ester

N-(3-hydroxy-4-methoxycarbonyl-phenyl)-maleamic acid

N-(3-hydroxy-4-methoxycarbonyl-phenyl)-succinamic acid

methyl 4-acetamido-2-hydroxybenzoate