Ethyl 4-amino-3-bromo-5-cyano-2-hydroxybenzoate

Base Information

• Chemical Name: Ethyl 4-amino-3-bromo-5-cyano-2-hydroxybenzoate
• CAS No.: 85946-11-8
• Molecular Formula: C10H9 Br N2 O3
• Molecular Weight: 285.0941
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90383031
• Wikidata: Q82174580
• Mol file: 85946-11-8.mol

Synonyms:ethyl 4-amino-3-bromo-5-cyano-2-hydroxybenzoate;85946-11-8;DTXSID90383031;ethyl4-amino-3-bromo-5-cyano-2-hydroxybenzoate

Chemical Property of Ethyl 4-amino-3-bromo-5-cyano-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 9.59E-07mmHg at 25°C
• Boiling Point: 393.2°C at 760 mmHg
• Flash Point: 191.6°C
• PSA: 96.34000
• Density: 1.71g/cm³
• LogP: 2.36648
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 283.97965
• Heavy Atom Count: 16
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-amino-3-bromo-5-cyano-2-hydroxybenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=C(C(=C1)C#N)N)Br)O

Technology Process of Ethyl 4-amino-3-bromo-5-cyano-2-hydroxybenzoate

There total 1 articles about Ethyl 4-amino-3-bromo-5-cyano-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: 70.0%

4-amino-5-cyano-2-hydroxy-benzoic acid ethyl ester (72817-97-1) → 4-Amino-3-brom-5-cyan-salicylsaeure-ethylester (85946-11-8)

Guidance literature:

With bromine; In acetic acid; for 2h; Ambient temperature;

DOI:10.1007/BF00816534

Reference yield: 44.0%

4-Amino-3-brom-5-cyan-salicylsaeure-ethylester (85946-11-8) → 4-Amino-3-brom-5-carbamoyl-salicylsaeure-ethylester

Guidance literature:

With sulfuric acid; for 8h; Ambient temperature;

DOI:10.1007/BF00816534

Reference yield:

4-Amino-3-brom-5-cyan-salicylsaeure-ethylester (85946-11-8) → O-(N,N-Dimethylcarbamoyl)-5-cyan-3,4-dibrom-salicylsaeure-ethylester

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaNO₂/H₂SO₄; 2.) CuBr/HBr / 1.) glacial acetic acid, RT; 2.) 60 deg C - 70 deg C

2: 65 percent / pyridine / 3 h / 80 °C

With sulfuric acid; hydrogen bromide; copper(I) bromide; sodium nitrite; In pyridine;

DOI:10.1007/BF00816534

upstream raw materials:

4-amino-5-cyano-2-hydroxy-benzoic acid ethyl ester

Downstream raw materials:

5-Cyan-3,4-dibrom-salicylsaeure-ethylester

Refernces