Methyl 2-amino-5-bromo-4-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-amino-5-bromo-4-methoxybenzoate
• CAS No.: 169044-96-6
• Molecular Formula: C9H10BrNO3
• Molecular Weight: 260.087
• European Community (EC) Number: 852-132-0
• Mol file: 169044-96-6.mol

Synonyms:methyl 2-amino-5-bromo-4-methoxybenzoate;169044-96-6;Benzoic acid, 2-amino-5-bromo-4-methoxy-, methyl ester;MFCD21868787;methyl 2-amino-5-bromo-4-methoxybenzenoate;SCHEMBL856563;2-Amino-5-bromo-4-methoxy-benzoic acid methyl ester;SFXCMXLNSVHKCE-UHFFFAOYSA-N;STL450377;AKOS017955460;methyl2-amino-5-bromo-4-methoxybenzoate;AS-69533;SY126308;DB-351846;CS-0139472;EN300-210976;Z1318418562

Chemical Property of Methyl 2-amino-5-bromo-4-methoxybenzoate

Chemical Property:

• PSA: 61.55000
• LogP: 2.40770
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 258.98441
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

98% ^*data from raw suppliers

Methyl2-amino-5-bromo-4-methoxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)N)C(=O)OC)Br

Technology Process of Methyl 2-amino-5-bromo-4-methoxybenzoate

There total 4 articles about Methyl 2-amino-5-bromo-4-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: 82.06%

methyl 2-amino-4-methoxybenzoate (50413-30-4) → methyl 2-amino-5-bromo-4-methoxybenzoate (169044-96-6)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1007/s00044-018-2197-6

Reference yield: 74.0%

4-methoxyanthranilic acid (4294-95-5) + methyl iodide (74-88-4) → methyl 2-amino-5-bromo-4-methoxybenzoate (169044-96-6)

Guidance literature:

4-methoxyanthranilic acid; With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h; Inert atmosphere;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 23 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.202106184

Reference yield: 70.0%

2-amino-5-bromo-4-methoxybenzoic acid (169045-04-9) + methyl iodide (74-88-4) → methyl 2-amino-5-bromo-4-methoxybenzoate (169044-96-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

upstream raw materials:

methyl 2-amino-4-methoxybenzoate

2-amino-5-bromo-4-methoxybenzoic acid

methyl iodide

4-methoxyanthranilic acid

Downstream raw materials:

6-bromo-7-methoxyquinazoline-4(3H)-one

6-bromo-4-chloro-7-methoxyquinazoline

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