Ethyl 4-amino-2-methoxybenzoate

Base Information

• Chemical Name: Ethyl 4-amino-2-methoxybenzoate
• CAS No.: 14814-06-3
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• DSSTox Substance ID: DTXSID80432527
• Wikidata: Q82246591
• Mol file: 14814-06-3.mol

Synonyms:Ethyl 4-amino-2-methoxybenzoate;14814-06-3;Benzoic acid, 4-amino-2-methoxy-, ethyl ester;SCHEMBL755147;Ethyl4-amino-2-methoxybenzoate;DTXSID80432527;CYXBQXFRXCNWCF-UHFFFAOYSA-N;MFCD12913503;AKOS017515836;AS-66631;4-amino-2-methoxybenzoic acid ethyl ester;4-amino-2-methoxy-benzoic acid ethyl ester;CS-0061552;FT-0717702;EN300-905297

Chemical Property of Ethyl 4-amino-2-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(C=C1)N)OC

Technology Process of Ethyl 4-amino-2-methoxybenzoate

There total 3 articles about Ethyl 4-amino-2-methoxybenzoate 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:

ethyl 2-methoxy-4-nitrobenzoate (476615-18-6) → ethyl 4-amino-2-methoxybenzoate (14814-06-3)

Guidance literature:

With ethanol; platinum; at 50 ℃; Hydrogenation;

DOI:10.1021/ja01123a005

Reference yield:

4-nitro-o-anisic acid (2597-56-0) → ethyl 4-amino-2-methoxybenzoate (14814-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / 3 h / Heating

2: H₂ / Pd/C / methanol / 3 h / 20 °C / atmospheric pressure

With sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm049637+

Reference yield:

2-hydroxy-4-nitro-benzoic acid ethyl ester (78987-51-6) → ethyl 4-amino-2-methoxybenzoate (14814-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; xylene

2: iron-powder; aq.-ethanolic HCl

With hydrogenchloride; iron; potassium carbonate; xylene;

DOI:10.1021/ja01123a005

upstream raw materials:

ethyl 2-methoxy-4-nitrobenzoate

4-nitro-o-anisic acid

2-hydroxy-4-nitro-benzoic acid ethyl ester

Downstream raw materials:

4-(Butane-1-sulfonylamino)-2-methoxy-benzoic acid ethyl ester

Butane-1-sulfonic acid (4-hydrazinocarbonyl-3-methoxy-phenyl)-amide

4-[(2,2-dimethyl-4,6-dioxo-[1,3]dioxane-5-ylidenemethyl)-amino]-2-methoxybenzoic acid ethyl ester