2-Amino-3,4,5-trimethoxybenzoic acid

Base Information

• Chemical Name: 2-Amino-3,4,5-trimethoxybenzoic acid
• CAS No.: 61948-85-4
• Molecular Formula: C10H13NO5
• Molecular Weight: 227.217
• Hs Code.: 2922509090
• European Community (EC) Number: 263-344-2
• NSC Number: 81441
• UNII: FR8F65J27W
• DSSTox Substance ID: DTXSID80210983
• Nikkaji Number: J306.951F
• Wikidata: Q83085826
• Mol file: 61948-85-4.mol

Synonyms:2-Amino-3,4,5-trimethoxybenzoic acid;61948-85-4;3,4,5-Trimethoxyanthranilic acid;Benzoic acid, 2-amino-3,4,5-trimethoxy-;FR8F65J27W;EINECS 263-344-2;NSC-81441;NSC81441;MFCD00051630;Benzoic acid,2-amino-3,4,5-trimethoxy-;Maybridge1_001555;UNII-FR8F65J27W;Oprea1_155469;SCHEMBL2034454;HMS545O15;DTXSID80210983;NSC 81441;STL512708;AKOS001138421;CCG-233593;CS-W014202;SB80247;AS-62700;FT-0611029;2-Amino-3,4,5-trimethoxybenzoic acid, 97%;EN300-14659;D88532;A833498;Z104378242

Chemical Property of 2-Amino-3,4,5-trimethoxybenzoic acid

Chemical Property:

• Vapor Pressure: 3.68E-06mmHg at 25°C
• Melting Point: 137-141 °C(lit. )
• Boiling Point: 371 °C at 760 mmHg
• PKA: 2.23±0.10(Predicted)
• Flash Point: 178.2 °C
• PSA: 91.01000
• Density: 1.289 g/cm³
• LogP: 1.57400
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 227.07937252
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-3,4,5-trimethoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 28-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=C(C(=C1)C(=O)O)N)OC)OC
• Uses: 2-Amino-3,4,5-trimethoxybenzoic Acid is a useful raw material for the chemical and pharmaceutical industry.

Technology Process of 2-Amino-3,4,5-trimethoxybenzoic acid

There total 12 articles about 2-Amino-3,4,5-trimethoxybenzoic 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: 73.0%

methyl 3,4,5-trimethoxyanthranilate (5035-82-5) → 3,4,5-trimethoxyanthranilic acid (61948-85-4)

Guidance literature:

With methanol; lithium hydroxide; at 70 ℃; for 18h; Inert atmosphere;

Reference yield: 62.0%

3,4,5-trimethoxy-2-nitrobenzoic acid (66907-52-6) → 3,4,5-trimethoxyanthranilic acid (61948-85-4)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; at 80 ℃; for 0.333333h;

DOI:10.1002/jhet.5570450320

Reference yield:

3,4,5-trimethoxy-2-nitrobenzoic acid methyl ester (5081-42-5) → 3,4,5-trimethoxyanthranilic acid (61948-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Pd/C (50percent water wet) / propan-2-ol / 8 h / 68 - 75 °C / 2068.6 Torr

2: 50percent aq. NaOH / propan-2-ol; H₂O / 3 h / Heating

With sodium hydroxide; hydrogen; Pd/C; In water; isopropyl alcohol;

DOI:10.1002/jhet.5570240639

upstream raw materials:

2-bromo-3,4,5-trimethoxybenzoic acid

3,4,5-trimethoxy-2-nitrobenzoic acid

methyl 3,4,5-trimethoxyanthranilate

2-chloro-3,4,5-trimethoxybenzoic acid

Downstream raw materials:

4-chloro-6,7,8-trimethoxy-quinazoline

methyl 3,4,5-trimethoxyanthranilate

2-Amino-N-hydroxy-3,4,5-trimethoxy-benzamide

C₂₃H₂₂N₂O₈