Ethyl 4-amino-3-methoxybenzoate

Base Information

• Chemical Name: Ethyl 4-amino-3-methoxybenzoate
• CAS No.: 73368-41-9
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20472664
• Nikkaji Number: J2.870.805J
• Wikidata: Q82301697
• Mol file: 73368-41-9.mol

Synonyms:Ethyl 4-amino-3-methoxybenzoate;73368-41-9;MFCD14543019;Benzoic acid, 4-amino-3-methoxy-, ethyl ester;Ethyl4-amino-3-methoxybenzoate;SCHEMBL1612538;DTXSID20472664;DZXKUQHCFAKAJP-UHFFFAOYSA-N;Ethyl-4-amino-3 -methoxybenzoate;AKOS016003947;DS-3732;SY061029;CS-0020828;FT-0696750;N10624;EN300-1714022;A866104

Chemical Property of Ethyl 4-amino-3-methoxybenzoate

Chemical Property:

• PSA: 61.55000
• LogP: 2.03530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.4
• 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:

98% ^*data from raw suppliers

Ethyl4-Amino-3-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-amino-3-methoxybenzoate

There total 7 articles about Ethyl 4-amino-3-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: 98.0%

Ethyl 3-methoxy-4-nitrobenzoate (10259-23-1) → 4-amino-3-methoxybenzoic acid ethyl ester (73368-41-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 168h; under 760.051 Torr; Darkness;

DOI:10.1002/ejoc.201000086

Reference yield: 92.0%

ethanol (64-17-5) + 3-methoxy-4-aminobenzoic acid (2486-69-3) → 4-amino-3-methoxybenzoic acid ethyl ester (73368-41-9)

Guidance literature:

With sulfuric acid; for 6h; Heating;

DOI:10.1021/ja9724811

Reference yield:

3-methoxy-4-nitrobenzoic acid (5081-36-7) → 4-amino-3-methoxybenzoic acid ethyl ester (73368-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95.9 percent / conc. H₂SO₄ / benzene / 24 h / Heating

2: 74.6 percent / H₂ / PtO₂ / ethanol / 72 h / 3361.5 Torr / Ambient temperature

With sulfuric acid; hydrogen; platinum(IV) oxide; In ethanol; benzene;

DOI:10.1021/jo01299a041

upstream raw materials:

Ethyl 3-methoxy-4-nitrobenzoate

ethanol

3-methoxy-4-aminobenzoic acid

2-nitro-5-methylphenol

Downstream raw materials:

4-amino-3-chloro-5-methoxybenzoic acid ethyl ester

ethyl 4-(diethylamino)-3-methoxybenzoate

C₂₄H₂₈N₄O₃S

C₁₄H₂₂N₄O₃

Refernces

• 1、 -. "ASYMMETRIC SYNTHESIS OF A SUBSTITUTED PYRROLIDINE-2-CARBOXAMIDE". Page/Page column 22. . Retrieved 2014/09/03.
• 2、 -. "SUBSTITUTED BENZAMIDES WITH ACTIVITY TOWARDS EP4 RECEPTORS". Page/Page column 37; 38. . Retrieved 2014/08/20.