2-Amino-6-methoxy-benzoic acid methyl ester

Base Information

• Chemical Name: 2-Amino-6-methoxy-benzoic acid methyl ester
• CAS No.: 54166-96-0
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• Mol file: 54166-96-0.mol

Synonyms:Benzoic acid,2-amino-6-methoxy-,methyl ester;2-Methoxy-6-amino-benzoesaeure-methylester;2-amino-6-methoxybenzoic acid methyl ester;2-Amino-6-methoxy-benzoesaeure-methylester;methyl 6-methoxyanthranilate;

Chemical Property of 2-Amino-6-methoxy-benzoic acid methyl ester

Chemical Property:

• Melting Point: 67-68 °C
• Boiling Point: 304.1±22.0 °C(Predicted)
• PKA: 1.77±0.10(Predicted)
• PSA: 61.55000
• Density: 1.179±0.06 g/cm3(Predicted)
• LogP: 1.64520

Purity/Quality:

99%, ^*data from raw suppliers

Methyl2-Amino-6-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-6-methoxy-benzoic acid methyl ester

There total 15 articles about 2-Amino-6-methoxy-benzoic acid methyl ester 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%

methyl 2-methoxy-6-nitrobenzoate (77901-52-1) → methyl 2-amino-6-methoxybenzoate (54166-96-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 17h; under 760.051 Torr;

DOI:10.1021/jacs.9b13391

Reference yield: 95.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-methoxyanthranilic acid (53600-33-2) → methyl 2-amino-6-methoxybenzoate (54166-96-0)

Guidance literature:

In diethyl ether;

Reference yield: 94.0%

5-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione (67765-42-8) → methyl 2-amino-6-methoxybenzoate (54166-96-0)

Guidance literature:

With sodium hydroxide; In methanol;

upstream raw materials:

methyl 2-methoxy-6-nitrobenzoate

2,6-dinitrotoluene

2,6-dinitrobenzoic acid

methyl 2,6-dinitrobenzoate

Downstream raw materials:

N-(3-methoxy-2-methoxycarbonylphenylamino)benzoic acid

5-methoxy-4,4-dimethyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

5-hydroxy-4,4-dimethyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-2-one

2-[2-amino-6-(methyloxy)phenyl]-2-propanol

Refernces

• 1、 Pribut, Nicole,Basson, Adriaan E.,Van Otterlo, Willem A. L.,Liotta, Dennis C.,Pelly, Stephen C.. "Aryl Substituted Benzimidazolones as Potent HIV-1 Non-Nucleoside Reverse Transcriptase Inhibitors". supporting information. p. 196 - 202. Retrieved 2019/02/05.
• 2、 -. "Derivative of azaphenalene-3-ketone and preparation method and application thereof". Paragraph 0041; 0042; 0069; 0070; 0097; 0098. . Retrieved 2017/08/29.