2-Amino-5-bromo-3-methylbenzoic acid

Base Information

• Chemical Name: 2-Amino-5-bromo-3-methylbenzoic acid
• CAS No.: 206548-13-2
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID80474402
• Wikidata: Q72438645
• Mol file: 206548-13-2.mol

Synonyms:2-amino-5-bromo-3-methylbenzoic acid;206548-13-2;Benzoic acid, 2-amino-5-bromo-3-methyl-;MFCD05664860;2-amino-5-bromo-3-methyl-benzoic Acid;5-Bromo-3-methylanthranilic acid;SCHEMBL221718;DTXSID80474402;RWLPKYJTGUCBQH-UHFFFAOYSA-N;2-amino-5-bromo-3-methylbenzoicacid;CX1169;AKOS002677261;AC-29538;AS-19346;SY035244;CS-0067895;FT-0706317;EN300-65908;A879515;W-201804;Z362758812

Chemical Property of 2-Amino-5-bromo-3-methylbenzoic acid

Chemical Property:

• Melting Point: 236-238 °C
• Boiling Point: 347.859 °C at 760 mmHg
• PKA: 4.62±0.10(Predicted)
• Flash Point: 164.18 °C
• PSA: 63.32000
• Density: 1.683 g/cm³
• LogP: 2.61910
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

99% ^*data from raw suppliers

2-Amino-5-bromo-3-methylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)C(=O)O)Br
• Uses: 2-AMINO-5-BROMO-3-METHYLBENZOIC ACID is a useful research chemical.

Technology Process of 2-Amino-5-bromo-3-methylbenzoic acid

There total 9 articles about 2-Amino-5-bromo-3-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: 100.0%

3-methylantranilic acid (4389-45-1) → 2-amino-5-bromo-3-methylbenzoic acid (206548-13-2)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield: 99.0%

5-bromo-7-methyl-2,3-d1H ydro-1H-indole-2,3-dione (77395-10-9) → 2-amino-5-bromo-3-methylbenzoic acid (206548-13-2)

Guidance literature:

5-bromo-7-methyl-2,3-d1H ydro-1H-indole-2,3-dione; With sodium hydroxide; sodium chloride; In water; for 0.5h;

With sodium hydroxide; dihydrogen peroxide; In water; for 1.5h;

DOI:10.1021/jo060553d

Reference yield:

3-methyl-2-nitrobenzoic acid (5437-38-7) → 2-amino-5-bromo-3-methylbenzoic acid (206548-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd/C / ethanol / 20 °C / 25857.4 Torr

2: 88 percent / HBr; DMSO / 16 h

With hydrogen bromide; hydrogen; dimethyl sulfoxide; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo060553d

upstream raw materials:

5-bromo-7-methyl-2,3-d1H ydro-1H-indole-2,3-dione

3-methylantranilic acid

7-methyl-1H-indole-2,3-dione

3-methyl-2-nitrobenzoic acid

Downstream raw materials:

2,5-dibromo-3-methylbenzoic acid

C₁₅H₁₅BrN₂O

C₂₁H₁₉BrCl₂N₆O₂S

2-amino-5-bromo-N-cyclopropyl-3-methylbenzamide

Refernces

• 1、 -. "SUBSTITUTED QUINAZOLINONE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLUR4". Page/Page column 147. . Retrieved 2020/02/16.
• 2、 -. "A cyano sulphone containing N - (sulfur) imine O-formyl amino benzamide derivatives and its preparation and use". Paragraph 0051; 0052; 0053; 0054. . Retrieved 2017/05/19.