2-Bromo-5-chloro-3-nitropyridine

Base Information

• Chemical Name: 2-Bromo-5-chloro-3-nitropyridine
• CAS No.: 75806-86-9
• Molecular Formula: C5H2BrClN2O2
• Molecular Weight: 237.44
• Hs Code.: 2933399090
• European Community (EC) Number: 674-538-5
• NSC Number: 132666
• DSSTox Substance ID: DTXSID80299773
• Nikkaji Number: J3.099.115J
• Wikidata: Q72453168
• ChEMBL ID: CHEMBL1997783
• Mol file: 75806-86-9.mol

Synonyms:2-Bromo-5-chloro-3-nitropyridine;75806-86-9;Pyridine, 2-bromo-5-chloro-3-nitro-;2-Bromo-3-nitro-5-chloropyridine;MFCD07368982;2-bromo-5-chloro-3-nitro-pyridine;NSC132666;SCHEMBL126682;CHEMBL1997783;DTXSID80299773;AKOS005255361;AM62340;CS-W003387;GS-6897;NSC-132666;AC-27509;NCI60_000720;SY024682;A9629;FT-0656787;2-Bromo-5-chloro-3-nitropyridine, AldrichCPR;EN300-113419;J-508341

Chemical Property of 2-Bromo-5-chloro-3-nitropyridine

Chemical Property:

• Vapor Pressure: 0.0346mmHg at 25°C
• Melting Point: 75-78 °C
• Refractive Index: 1.627
• Boiling Point: 250.3 °C at 760 mmHg
• Flash Point: 105.2 °C
• PSA: 58.71000
• Density: 1.936 g/cm³
• LogP: 2.92890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 235.89882
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98%, ^*data from raw suppliers

2-Bromo-5-chloro-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1[N+](=O)[O-])Br)Cl

Technology Process of 2-Bromo-5-chloro-3-nitropyridine

There total 5 articles about 2-Bromo-5-chloro-3-nitropyridine 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: 73.0%

2-amino-5-chloro-3-nitropyridine (5409-39-2) → 2-bromo-5-chloro-3-nitropyridine (75806-86-9)

Guidance literature:

With hydrogen bromide; bromine; sodium nitrite; In water; at 0 - 20 ℃; for 1h;

Reference yield:

1-benzoyl-3-methyl-4-[(7-chloro-6-azaindol-3-yl)-oxoacetyl]piperazine + 3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) → 1-benzoyl-3-methyl-4-[(7-(3,4-methylenedioxyphenyl)-6-azaindol-3-yl)-oxoacetyl]piperazine + 2-bromo-5-chloro-3-nitropyridine (75806-86-9)

Guidance literature:

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 2-bromo-5-chloro-3-nitropyridine (75806-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / nitric acid; conc. sulfuric acid / 55 - 57 °C

2: 52 percent / NaNO₂; conc. HBr; Br₂ / 0 °C

With sulfuric acid; hydrogen bromide; bromine; nitric acid; sodium nitrite;

DOI:10.1016/S0968-0896(01)00115-8

upstream raw materials:

5-chloro-3-nitropyridin-2-ol

2-amino-5-chloro-3-nitropyridine

5-chloro-2-pyridylamine

3,4-(methylenedioxy)-benzeneboronic acid

Downstream raw materials:

5-chloro-2-cyano-3-nitropyridine

5-chloro-3-nitro-pyridine-2-carboxylic acid

6-chloro-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one

5-chloro-3-nitro-2-(phenyloxy)pyridine

Refernces

• 1、 -. "OLEFIN SUBSTITUTED OXINDOLES HAVING AMPK ACTIVITY". Page/Page column 97. . Retrieved 2015/01/07.
• 2、 -. "HETEROARYL SULFONAMIDES AND CCR2". Page/Page column 91. . Retrieved 2008/06/13.