Methyl 4-amino-3-bromobenzoate

Base Information

• Chemical Name: Methyl 4-amino-3-bromobenzoate
• CAS No.: 106896-49-5
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 29163100
• European Community (EC) Number: 628-549-7
• DSSTox Substance ID: DTXSID70363932
• Nikkaji Number: J2.906.423G
• Wikidata: Q72486729
• Mol file: 106896-49-5.mol

Synonyms:Methyl 4-amino-3-bromobenzoate;106896-49-5;4-Amino-3-bromo-benzoic acid methyl ester;MFCD01861385;BENZOIC ACID, 4-AMINO-3-BROMO-, METHYL ESTER;2-Bromo-4-methoxycarbonylaniline;4-Amino-3-bromobenzoic Acid Methyl Ester;Methyl4-amino-3-bromobenzoate;methyl 4-amino-3-bromo-benzoate;SCHEMBL112404;methyl-4-amino-3-bromobenzoate;DTXSID70363932;2-Bromo-4-(methoxycarbonyl)aniline;BCP05740;STK772476;AKOS005354456;AC-4485;CS-W012965;Methyl 4-amino-3-bromobenzoate, 97%;PS-6263;SY034464;FT-0648229;M2084;EN300-94755;J-514350;J-640259;J-800258;Z57468480

Chemical Property of Methyl 4-amino-3-bromobenzoate

Chemical Property:

• Appearance/Colour: brown crystalline powder
• Vapor Pressure: 0.00013mmHg at 25°C
• Melting Point: 105-109 °C
• Refractive Index: 1.601
• Boiling Point: 334.2 °C at 760 mmHg
• PKA: 0.41±0.10(Predicted)
• Flash Point: 155.9 °C
• PSA: 52.32000
• Density: 1.578 g/cm³
• LogP: 2.39910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 4-Amino-3-bromobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36-36/37/38
• Safety Statements: 26-36/37-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)N)Br

Technology Process of Methyl 4-amino-3-bromobenzoate

There total 5 articles about Methyl 4-amino-3-bromobenzoate 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%

4-methoxycarbonyl aniline (619-45-4) → methyl 4-amino-3-bromobenzoate (106896-49-5)

Guidance literature:

With N-Bromosuccinimide; In chloroform;

DOI:10.1021/jo5020118

Reference yield: 93.0%

methanol (67-56-1) + 4-amino-3-bromo-benzoic acid (6311-37-1) → methyl 4-amino-3-bromobenzoate (106896-49-5)

Guidance literature:

With sulfuric acid; for 20h; Reflux;

DOI:10.1039/c2ob25298h

Reference yield: 86.0%

methanol (67-56-1) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → methyl 4-amino-3-bromobenzoate (106896-49-5)

Guidance literature:

4-amino-benzoic acid; With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

methanol; With sulfuric acid; at 70 ℃; for 20h;

DOI:10.24820/ARK.5550190.P011.661

upstream raw materials:

sodium methylate

4-methoxycarbonyl aniline

methanol

4-amino-3-bromo-benzoic acid

Downstream raw materials:

methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

methyl 3-[(4-methoxyphenyl)ethynyl]-4-[(trimethylsilyl)-ethynyl]benzoate

methyl 4-ethynyl-3-[(4-methoxyphenyl)ethynyl]benzoate

methyl 4-ethynyl-3-(thiophen-2-ylethynyl)benzoate

Refernces

• 1、 Haney, Brittney A.,Schrank, Cassandra L.,Wuest, William M.. "Synthesis and biological evaluation of an antibacterial azaborine retinoid isostere". . . Retrieved 2020/12/07.
• 2、 -. "METHOD FOR PRODUCING AROMATIC HALOGEN DERIVATIVE". Paragraph 0153-0156. . Retrieved 2020/07/28.