3-Amino-5-methoxybenzoic acid

Base Information

• Chemical Name: 3-Amino-5-methoxybenzoic acid
• CAS No.: 74165-74-5
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• European Community (EC) Number: 628-595-8
• DSSTox Substance ID: DTXSID70551675
• Nikkaji Number: J2.458.273F
• Wikidata: Q72438657
• Mol file: 74165-74-5.mol

Synonyms:3-Amino-5-methoxybenzoic acid;74165-74-5;3-amino-5-methoxy-benzoic acid;MFCD07783718;SCHEMBL177224;3-azanyl-5-methoxy-benzoic acid;DTXSID70551675;DBEMTZANGFGKMX-UHFFFAOYSA-N;3-amino-5-(methyloxy)benzoic acid;AMY22885;3-Amino-5-methoxybenzoic acid, 97%;AKOS016010130;AB42796;CS-W021838;DS-4238;SY101344;EN300-189898;A838037

Chemical Property of 3-Amino-5-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 7.12E-07mmHg at 25°C
• Melting Point: 180-185 °C
• Refractive Index: 1.603
• Boiling Point: 392.8 °C at 760 mmHg
• PKA: 4.33±0.10(Predicted)
• Flash Point: 191.3 °C
• PSA: 72.55000
• Density: 1.303 g/cm³
• LogP: 1.55680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• 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

3-Amino-5-methoxybenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Amino-5-methoxybenzoic acid

There total 2 articles about 3-Amino-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:

3-methoxy-5-nitrobenzoic acid (78238-12-7) → 3-amino-5-methoxybenzoic acid (74165-74-5)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4020(01)86831-9

Reference yield:

3,5-dinitrobenzoic acid (99-34-3) → 3-amino-5-methoxybenzoic acid (74165-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hexamethylphosphoric acid triamide

2: H₂ / Pd-C

With hydrogen; palladium on activated charcoal; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4020(01)86831-9

Reference yield: 97.0%

methanol (67-56-1) + 3-amino-5-methoxybenzoic acid (74165-74-5) → methyl 3-amino-5-methoxybenzoate (217314-47-1)

Guidance literature:

With thionyl chloride; at 80 ℃; Cooling with ice; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01483

upstream raw materials:

3-methoxy-5-nitrobenzoic acid

3,5-dinitrobenzoic acid

Downstream raw materials:

3-azido-5-methoxybenzoic acid

3-azido-5-methoxybenzoyl azide

N-(3-azido-5-methoxyphenyl) N'-(carboxymethyl) urea

3-iodo-5-methoxybenzoic acid

Refernces

• 1、 Richardson, Stewart K.,Jeganathan, Alwarsamy,Mani, Rajarathnam S.,Haley, Boyd E.,Watt, David S.,Trusal, Lynn R.. "Synthesis and biological activity of C-4 and C-15 Aryl azide derivatives of anguidine". . p. 2925 - 2934. Retrieved 2007/10/02.