6-Bromo-5-chloropyridin-3-amine

Base Information

• Chemical Name: 6-Bromo-5-chloropyridin-3-amine
• CAS No.: 130284-52-5
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.46
• Hs Code.: 2933399090
• European Community (EC) Number: 858-741-8
• DSSTox Substance ID: DTXSID70562009
• Wikidata: Q72438508
• Mol file: 130284-52-5.mol

Synonyms:130284-52-5;5-Amino-2-bromo-3-chloropyridine;6-Bromo-5-chloropyridin-3-amine;3-Pyridinamine, 6-bromo-5-chloro-;MFCD09835243;2-BROMO-3-CHLORO-5-AMINOPYRIDINE;3-AMINO-6-BROMO-5-CHLOROPYRIDINE;6-bromo-5-chloro-3-pyridinamine;SCHEMBL20265446;DTXSID70562009;AKOS015891623;AM86491;6-bromanyl-5-chloranyl-pyridin-3-amine;AC-27499;DS-15455;SY022521;CS-0040861;EN300-248763;I10155;A806052;J-516678

Chemical Property of 6-Bromo-5-chloropyridin-3-amine

Chemical Property:

• Refractive Index: 1.648
• Boiling Point: 324.9 °C at 760 mmHg
• Flash Point: 150.3 °C
• PSA: 38.91000
• Density: 1.834 g/cm³
• LogP: 2.66090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 205.92464
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Cl)Br)N

Technology Process of 6-Bromo-5-chloropyridin-3-amine

There total 3 articles about 6-Bromo-5-chloropyridin-3-amine 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: 81.0%

2-bromo-3-chloro-5-nitropyridine (22353-41-9) → 6-bromo-5-chloropyridin-3-amine (130284-52-5)

Guidance literature:

With iron; acetic acid; In water; for 2h; below 50 deg C;

DOI:10.1055/s-1990-26919

Reference yield:

5-nitro-2-hydroxypyridine (5418-51-9) → 6-bromo-5-chloropyridin-3-amine (130284-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / aq. KClO₃, conc. HCl / 0.25 h / 50 - 60 °C

2: 90 percent / POBr₃, quinoline / 2 h / 120 °C

3: 81 percent / Fe, AcOH / H₂O / 2 h / below 50 deg C

With quinoline; hydrogenchloride; potassium chlorate; iron; acetic acid; phosphorus(V) oxybromide; In water;

DOI:10.1055/s-1990-26919

Reference yield:

3-chloro-2-hydroxy-5-nitropyridine (22353-38-4) → 6-bromo-5-chloropyridin-3-amine (130284-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / POBr₃, quinoline / 2 h / 120 °C

2: 81 percent / Fe, AcOH / H₂O / 2 h / below 50 deg C

With quinoline; iron; acetic acid; phosphorus(V) oxybromide; In water;

DOI:10.1055/s-1990-26919

upstream raw materials:

2-bromo-3-chloro-5-nitropyridine

5-nitro-2-hydroxypyridine

3-chloro-2-hydroxy-5-nitropyridine

Downstream raw materials:

5-chloro-6-bromopyridine-3-ol

5-amino-3-chloro-2-pyridinecarboxylic acid methyl ester