Methyl 5-amino-2-bromobenzoate

Base Information

• Chemical Name: Methyl 5-amino-2-bromobenzoate
• CAS No.: 6942-37-6
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2922499990
• European Community (EC) Number: 814-920-2
• NSC Number: 57463
• DSSTox Substance ID: DTXSID30288758
• Nikkaji Number: J2.710.375H
• Wikidata: Q82025848
• Mol file: 6942-37-6.mol

Synonyms:methyl 5-amino-2-bromobenzoate;6942-37-6;Benzoic acid, 5-amino-2-bromo-, methyl ester;5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER;MFCD00085568;5-amino-2-bromobenzoic acid methyl ester;NSC57463;methyl5-amino-2-bromobenzoate;SCHEMBL847862;methyl 2-bromo-5-amino-benzoate;methyl-3-amino-6-bromo-benzoate;DTXSID30288758;OFDWPQOLEQDJIX-UHFFFAOYSA-N;NSC-57463;AKOS011218868;CS-W005932;DS-5285;MB00599;AC-28486;SY034469;Methyl 5-amino-2-bromobenzoate, AldrichCPR;FT-0731715;EN300-124804;A866838;3-[5-(2,4-DIFLUOROPHENYL)-2-FURYL]ACRYLICACID;Z902265844

Chemical Property of Methyl 5-amino-2-bromobenzoate

Chemical Property:

• Vapor Pressure: 0.000505mmHg at 25°C
• Refractive Index: 1.601
• Boiling Point: 313.2 °C at 760 mmHg
• PKA: 2.75±0.10(Predicted)
• Flash Point: 143.2 °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% purity ^*data from raw suppliers

methyl5-amino-2-bromobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-amino-2-bromobenzoate

There total 7 articles about Methyl 5-amino-2-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: 100.0%

methyl 2-bromo-5-nitrobenzoate (6942-36-5) → 5-amino-2-bromo-benzoic acid methyl ester (6942-37-6)

Guidance literature:

With iron; ammonium chloride; In methanol; water; at 70 ℃; for 1.75h;

Reference yield: 95.0%

methanol (67-56-1) + 5-acetamido-2-bromobenzoic acid (2840-02-0) → 5-amino-2-bromo-benzoic acid methyl ester (6942-37-6)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 17.5h; Reflux;

DOI:10.1021/acs.joc.8b02885

Reference yield:

methanol (67-56-1) + 5-acetylamino-2-bromobenzoic acid (22921-67-1) → 5-amino-2-bromo-benzoic acid methyl ester (6942-37-6)

Guidance literature:

methanol; 5-acetylamino-2-bromobenzoic acid; With acetyl chloride; at 0 - 55 ℃; for 3.5h;

With sodium hydrogencarbonate; In water; pH=8;

upstream raw materials:

methyl 2-bromo-5-nitrobenzoate

methanol

5-acetylamino-2-bromobenzoic acid

Methyl 3-aminobenzoate

Downstream raw materials:

methyl 2-bromo-5-[(methylsulfonyl)amino]benzoate

methyl 5-acetamido-2-bromobenzoate

2-bromo-5-pyrrolidin-1-yl-benzoic acid methyl ester

methyl 2-bromo-5-(N,N-dimethylamino)benzoate

Refernces

• 1、 -. "TGF-betaR1 inhibitor and application thereof". Paragraph 0441-0442; 0443-0445; 0525; 0527-0529. . Retrieved 2020/06/09.
• 2、 Hemric, Brett N.,Chen, Andy W.,Wang, Qiu. "Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons". supporting information. p. 1468 - 1488. Retrieved 2019/01/25.