3-Amino-4-methoxybenzoic acid

Base Information

• Chemical Name: 3-Amino-4-methoxybenzoic acid
• CAS No.: 2840-26-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29225090
• European Community (EC) Number: 220-634-3
• DSSTox Substance ID: DTXSID70951070
• Nikkaji Number: J12.593H
• Wikidata: Q72438649
• Mol file: 2840-26-8.mol

Synonyms:3-Amino-4-methoxybenzoic acid;2840-26-8;3-Amino-p-anisic acid;3-amino-4-methoxy-benzoic acid;p-Anisic acid, 3-amino-;3-Amino-4-anisic acid;BENZOIC ACID, 3-AMINO-4-METHOXY-;BRN 3243089;Kyselina 3-amino-4-methoxybenzoova;EINECS 220-634-3;3-Amino-4-methoxybenzoic;MFCD00002521;3-AMINO-4-METHOXY BENZOIC ACID;Kyselina 3-amino-4-methoxybenzoova [Czech];2-14-00-00360 (Beilstein Handbook Reference);2840-76-8;3-Amino-4-methoxybenzoicacid;5-Carboxy-2-methoxyaniline;3-amino4methoxybenzoic acid;3-amino-methoxy benzoic acid;3-amino4-methoxybenzoic acid;SCHEMBL436586;4-methoxy-3-aminobenzoic acid;3-amino -4-methoxybenzoic acid;3-amino 4-methoxy benzoic acid;DTXSID70951070;3-amino-4-(methyloxy)benzoic acid;BBL004466;STK727187;AKOS000103993;AM83070;BS-3909;CS-W017841;3-Amino-4-methoxybenzoic acid, >=98%;AC-16291;LS-35934;A5392;FT-0615050;EN300-49208;W-109040;3-amino-4-methoxybenzoic acid;3-amino-p-anisic acid;Z274783176

Chemical Property of 3-Amino-4-methoxybenzoic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 1.51E-05mmHg at 25°C
• Melting Point: 208-210 °C(lit.)
• Refractive Index: 1.5570 (estimate)
• Boiling Point: 351.6 °C at 760 mmHg
• PKA: 4.69±0.10(Predicted)
• Flash Point: 166.4 °C
• PSA: 72.55000
• Density: 1.303 g/cm³
• LogP: 1.55680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in water.
• XLogP3: 0.8
• 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

3-Amino-4-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)O)N
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. 3-Amino-4-methoxybenzoic Acid is a general reactant/reagent used in the synthesis of VEGFR-2 inhibitors. Also used in the preparation of dihydroisoquinoline compounds as tubulin polymerization inhibitors.

Technology Process of 3-Amino-4-methoxybenzoic acid

There total 11 articles about 3-Amino-4-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: 99.0%

1-Bromopentane (110-53-2) + 4-methoxy-3-nitrobenzoic acid (89-41-8) → 3-amino-4-methoxybenzoic acid (2840-26-8)

Guidance literature:

With potassium carbonate; palladium-carbon catalyst; In ethanol; hydrogen; ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 75.0%

4-methoxy-3-nitrobenzoic acid (89-41-8) → 3-amino-4-methoxybenzoic acid (2840-26-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(01)91034-2

Reference yield:

methyl 3-amino-4-methoxybenzoate (24812-90-6) → 3-amino-4-methoxybenzoic acid (2840-26-8)

Guidance literature:

With sodium hydroxide;

DOI:10.2165/00019053-200119080-00006

upstream raw materials:

4-methoxy-3-nitrobenzoic acid

methyl 3-amino-4-methoxybenzoate

hydrogenchloride

hydrogen iodide

Downstream raw materials:

3-{[(Z)-2-amino-1,2-dicyanovinyl]amino}methyleneamino-4-methoxybenzoic acid

(3-amino-4-methoxyphenyl)methanol

Refernces

• 1、 -. "Compounds and pharmaceutical use thereof". . . Retrieved 2008/06/13.
• 2、 -. "One step diazotization coupling process". . . Retrieved 2008/06/13.