Methyl 4-amino-3-hydroxybenzoate

Base Information

• Chemical Name: Methyl 4-amino-3-hydroxybenzoate
• CAS No.: 63435-16-5
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• European Community (EC) Number: 919-647-3,801-973-1
• UNII: FT8RE296RT
• DSSTox Substance ID: DTXSID801246249
• Nikkaji Number: J267.395I
• Wikidata: Q72486971
• Mol file: 63435-16-5.mol

Synonyms:Methyl 4-amino-3-hydroxybenzoate;63435-16-5;Benzoic acid, 4-amino-3-hydroxy-, methyl ester;MFCD00017093;Methyl 4-amino-3-hydroxybenzenecarboxylate;methyl 3-hydroxy-4-aminobenzoate;4-Amino-3-hydroxy-benzoic acid methyl ester;METHYL-4-AMINO-3-HYDROXYBENZOATE;Methyl4-amino-3-hydroxybenzoate;methyl 4-amino-3-hydroxy-benzoate;FT8RE296RT;SCHEMBL140666;2-amino-5-methoxycarbonylphenol;5-Methoxycarbonyl-2-aminophenol;Methyl3-hydroxy-4-aminobenzoate;2-hydroxy 4-carbomethoxy aniline;OCZXDVNSNDITBS-UHFFFAOYSA-N;2 -amino-5 -methoxycarbonylphenol;2-Hydroxy-4-methoxycarbonylaniline;DTXSID801246249;KUC106770N;p-Amino-m-oxybenzoesauremethylester;BBL003500;STK520668;AKOS005072710;AC-9311;CCG-326069;CS-W000706;FA-0837;4-?amino-?3-?hydroxy-?, methyl ester;BP-10806;SY015994;KSC-11-229-05;3-Hydroxy-4-aminobenzoic acid methyl ester;4-amino-3-hydroxybenzoic acid methyl ester;AM20061213;FT-0628612;EN300-80123;methyl 4-amino-3-hydroxybenzoate, AldrichCPR;A20142;DL-3-Amino-3-(3,4-dimethoxy-phenyl)propionic acid;J-522296;Z594210650;4-Amino-3-hydroxybenzoic acid methyl ester

Chemical Property of Methyl 4-amino-3-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 7.99E-06mmHg at 25°C
• Melting Point: 120-122 °C
• Refractive Index: 1.605
• Boiling Point: 364.5 °C at 760 mmHg
• PKA: 8.94±0.10(Predicted)
• Flash Point: 174.2 °C
• PSA: 72.55000
• Density: 1.305 g/cm³
• LogP: 1.34220
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.8
• 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:

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

methyl 4-amino-3-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)N)O
• Uses: Methyl 4-amino-3-hydroxybenzoate is used as an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Technology Process of Methyl 4-amino-3-hydroxybenzoate

There total 7 articles about Methyl 4-amino-3-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%

methyl 3-hydroxy-4-nitrobenzoate (713-52-0) → 3-hydroxy-4-aminobenzoic acid methyl ester (63435-16-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; for 4h; under 760.051 Torr;

DOI:10.1039/c9tc05764a

Reference yield: 98.0%

methanol (67-56-1) + 4-aminosalicylic acid (2374-03-0) → 3-hydroxy-4-aminobenzoic acid methyl ester (63435-16-5)

Guidance literature:

With sulfuric acid; for 24h; Reflux;

DOI:10.1016/j.bmcl.2019.03.028

Reference yield: 95.0%

→ 3-hydroxy-4-aminobenzoic acid methyl ester (63435-16-5)

Guidance literature:

upstream raw materials:

methyl 3-hydroxy-4-nitrobenzoate

methanol

4-aminosalicylic acid

N,N-diethylaniline

Downstream raw materials:

methyl 4-acetamido-3-hydroxybenzoate

4-(2-chloro-acetylamino)-3-hydroxy-benzoic acid methyl ester

methyl 2-oxo-2,3-dihydro-1,3-benzoxazole-6-carboxylate

methyl 2-(hydroxy)formanilide-4-carboxylate

Refernces

• 1、 Jaikhan, Pattaporn,Buranrat, Benjaporn,Itoh, Yukihiro,Chotitumnavee, Jiranan,Kurohara, Takashi,Suzuki, Takayoshi. "Identification of ortho-hydroxy anilide as a novel scaffold for lysine demethylase 5 inhibitors". supporting information. p. 1173 - 1176. Retrieved 2019/03/29.
• 2、 Burslem, George M.,Kyle, Hannah F.,Prabhakaran, Panchami,Breeze, Alexander L.,Edwards, Thomas A.,Warriner, Stuart L.,Nelson, Adam,Wilson, Andrew J.. "Synthesis of highly functionalized oligobenzamide proteomimetic foldamers by late stage introduction of sensitive groups". . p. 3782 - 3786. Retrieved 2016/05/09.