Methyl 3-amino-5-bromo-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3-amino-5-bromo-2-hydroxybenzoate
• CAS No.: 141761-82-2
• Molecular Formula: C8H8BrNO3
• Molecular Weight: 246.06
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID90576547
• Mol file: 141761-82-2.mol

Synonyms:141761-82-2;Methyl 3-amino-5-bromo-2-hydroxybenzoate;Methyl 3-amino-5-bromo-2-hydroxybenzenecarboxylate;Benzoic acid, 3-amino-5-bromo-2-hydroxy-, methyl ester;Methyl3-amino-5-bromo-2-hydroxybenzenecarboxylate;SCHEMBL7413023;METHYL 3-AMINO-5-BROMO-2-HYDROXYBENZOATE 95+%;DTXSID90576547;MFCD14560549;AKOS005073457;CS-W006666;MD-0032;3-amino-5-bromo-2-hydroxybenzoic acid methyl ester;J-522141;Methyl 3-amino-5-bromo-2-hydroxybenzoate 95+per cent;Methyl 3-amino-5-bromosalicylate, 2-Amino-4-bromo-6-(methoxycarbonyl)phenol, 5-Bromo-2-hydroxy-3-(methoxycarbonyl)aniline

Chemical Property of Methyl 3-amino-5-bromo-2-hydroxybenzoate

Chemical Property:

• PSA: 72.55000
• LogP: 2.10470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 244.96876
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

99%, ^*data from raw suppliers

Methyl3-Amino-5-bromo-2-hydroxybenzenecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-amino-5-bromo-2-hydroxybenzoate

There total 5 articles about Methyl 3-amino-5-bromo-2-hydroxybenzoate 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: 91.3%

methyl 5-bromo-2-hydroxy-3-nitrobenzoate (91983-31-2) → 3-amino-5-bromo-2-hydroxybenzoic acid methyl ester (141761-82-2)

Guidance literature:

With iron; ammonium chloride; In toluene; at 85 - 90 ℃; for 1h;

DOI:10.1248/cpb.40.624

Reference yield: 78.0%

methanol (67-56-1) + methyl 5-bromo-2-hydroxy-3-nitrobenzoate (91983-31-2) → 3-amino-5-bromo-2-hydroxybenzoic acid methyl ester (141761-82-2)

Guidance literature:

With iron; ammonium chloride; for 3h; Reflux;

Reference yield:

5-bromo-2-hydroxy-benzoic acid methyl ester (4068-76-2) → 3-amino-5-bromo-2-hydroxybenzoic acid methyl ester (141761-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.3 percent / HNO₃, conc. H₂SO₄ / 1 h / 0 - 5 °C

2: 91.3 percent / 0.78N aq. NH₄Cl, Fe / toluene / 1 h / 85 - 90 °C

With sulfuric acid; nitric acid; iron; ammonium chloride; In toluene;

DOI:10.1248/cpb.40.624

upstream raw materials:

methyl 5-bromo-2-hydroxy-3-nitrobenzoate

5-bromo-2-hydroxy-benzoic acid methyl ester

methyl salicylate

salicylic acid

Downstream raw materials:

6-Bromo-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid methyl ester

6-Bromo-4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid methyl ester

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