2-Amino-5-bromo-4-methylbenzoic acid

Base Information

• Chemical Name: 2-Amino-5-bromo-4-methylbenzoic acid
• CAS No.: 106976-24-3
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID30549578
• Wikidata: Q82428678
• Mol file: 106976-24-3.mol

Synonyms:2-Amino-5-bromo-4-methylbenzoic acid;106976-24-3;2-Amino-5-bromo-4-methyl-benzoic acid;MFCD12026295;Benzoic acid, 2-amino-5-bromo-4-methyl-;SCHEMBL13917666;DTXSID30549578;PJGDLDZLEKENNP-UHFFFAOYSA-N;2-Amino-5-bromo-4-methylbenzoicacid;AKOS022189964;FS-4833;SB30467;SY272489;CS-0145126;C14124;EN300-365576;2-Amino-5-bromo-4-methylbenzoic acid, AldrichCPR

Chemical Property of 2-Amino-5-bromo-4-methylbenzoic acid

Chemical Property:

• Boiling Point: 359.8±42.0 °C(Predicted)
• PKA: 4.72±0.10(Predicted)
• PSA: 63.32000
• Density: 1.682±0.06 g/cm3(Predicted)
• LogP: 2.61910
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-5-bromo-4-methylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1Br)C(=O)O)N

Technology Process of 2-Amino-5-bromo-4-methylbenzoic acid

There total 8 articles about 2-Amino-5-bromo-4-methylbenzoic acid 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: 86.0%

5-bromo-6-methylindoline-2,3-dione (106976-23-2) → 2-amino-5-bromo-4-methylbenzoic acid (106976-24-3)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide;

DOI:10.1021/jm00388a017

Reference yield: 81.0%

ethyl 2-acetamido-5-bromo-4-methylbenzoate → 2-amino-5-bromo-4-methylbenzoic acid (106976-24-3)

Guidance literature:

With water; sodium hydroxide; at 90 ℃; for 20h;

DOI:10.1021/acschemneuro.6b00018

Reference yield:

4-methylanthranilic acid (2305-36-4) → 2-amino-5-bromo-4-methylbenzoic acid (106976-24-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 67 h / Reflux

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: acetic acid; bromine / 120 h / 20 °C

4: sodium hydroxide; water / 20 h / 90 °C

With sulfuric acid; water; bromine; acetic acid; triethylamine; sodium hydroxide; In dichloromethane;

DOI:10.1021/acschemneuro.6b00018

upstream raw materials:

5-bromo-6-methylindoline-2,3-dione

amino-5-bromo-2-toluene

4-bromo-3-methylisonitrosoacetanilide

2-amino-4-methylbenzoic acid ethyl ester

Downstream raw materials:

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

7-Methyl-2-phenyl-1H-benzoimidazole-4-carboxylic acid (2-dimethylamino-ethyl)-amide

2-phenyl-7-methyl-1H-benzimidazole-4-carboxylic acid

2-(acetylamino)-5-bromo-4-methyl-3-nitrobenzoic acid