2-Amino-4-hydroxy-5-methoxybenzoic acid

Base Information

• Chemical Name: 2-Amino-4-hydroxy-5-methoxybenzoic acid
• CAS No.: 63407-32-9
• Molecular Formula: C8H9NO4
• Molecular Weight: 183.164
• DSSTox Substance ID: DTXSID70578706
• Nikkaji Number: J990.717C
• Wikidata: Q82469013
• Mol file: 63407-32-9.mol

Synonyms:2-Amino-4-hydroxy-5-methoxybenzoic acid;63407-32-9;Benzoicacid, 2-amino-4-hydroxy-5-methoxy-;2-Amino-4-hydroxy-5-methoxy-benzoic acid;SCHEMBL1663313;DTXSID70578706;IEVFOUHGGVWJJD-UHFFFAOYSA-N;AKOS015958649;2-Amino-4-hydroxy-5-methoxybenzoicacid;CS-0116662;F13357

Chemical Property of 2-Amino-4-hydroxy-5-methoxybenzoic acid

Chemical Property:

• Melting Point: 169-171 °C
• Boiling Point: 408.4 °C at 760 mmHg
• PKA: 2.45±0.10(Predicted)
• Flash Point: 200.8 °C
• PSA: 92.78000
• Density: 1.445 g/cm³
• LogP: 1.26240
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 183.05315777
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-hydroxy-5-methoxybenzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C(=O)O)N)O

Technology Process of 2-Amino-4-hydroxy-5-methoxybenzoic acid

There total 4 articles about 2-Amino-4-hydroxy-5-methoxybenzoic 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: 93.0%

4-hydroxy-5-methoxy-2-nitrobenzoic acid (140647-01-4) → 2-amino-4-hydroxy-5-methoxybenzoic acid (63407-32-9)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/0040-4020(95)00222-T

Reference yield: 90.0%

2-azido-4-hydroxy-5-methoxybenzoic acid → 2-amino-4-hydroxy-5-methoxybenzoic acid (63407-32-9)

Guidance literature:

With iron(III) chloride; N,N-Dimethylhydrazine; In methanol; for 1h; Ambient temperature;

DOI:10.1246/cl.1998.593

Reference yield:

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid (60547-92-4) → 2-amino-4-hydroxy-5-methoxybenzoic acid (63407-32-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 24h; under 262.526 Torr;

upstream raw materials:

4-hydroxy-5-methoxy-2-nitrobenzoic acid

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

Refernces

• 1、 Kamal, Ahmed,Shankaraiah,Markandeya,Reddy, Ch. Sanjeeva. "An efficient selective reduction of aromatic azides to amines employing BF3·OEt2/NaI: Synthesis of pyrrolobenzodiazepines". experimental part. p. 1297 - 1300. Retrieved 2009/04/06.
• 2、 Kamal, Ahmed,Reddy, B. S. Narayan. "A mild and facile reduction of azides to amines by N,N-dimethylhydrazine and catalytic ferric chloride". . p. 593 - 594. Retrieved 2007/10/03.