5-Bromo-2,3-dichloropyridine

Base Information

• Chemical Name: 5-Bromo-2,3-dichloropyridine
• CAS No.: 97966-00-2
• Molecular Formula: C5H2BrCl2N
• Molecular Weight: 226.888
• Hs Code.: 2933399090
• European Community (EC) Number: 813-007-6
• DSSTox Substance ID: DTXSID60508799
• Nikkaji Number: J1.982.155B
• Wikidata: Q72454152
• Mol file: 97966-00-2.mol

Synonyms:5-Bromo-2,3-dichloropyridine;97966-00-2;Pyridine, 5-bromo-2,3-dichloro-;5-bromo-2,3-dichloro-pyridine;3-Bromo-5,6-dichloropyridine;MFCD04112492;zolpidemtartrate;SCHEMBL332742;5-bromo-2.3-dichloropyridine;DTXSID60508799;XWSCOGPKWVNQSV-UHFFFAOYSA-N;BCP23289;AKOS005145582;AC-5148;AC-7010;CS-W008582;GS-6644;SY024688;5-Bromo-2,3-dichloropyridine, AldrichCPR;AM20061650;FT-0645392;EN300-179323;Q-103381

Chemical Property of 5-Bromo-2,3-dichloropyridine

Chemical Property:

• Appearance/Colour: Off white solid
• Vapor Pressure: 0.084mmHg at 25°C
• Melting Point: 35-37 °C
• Refractive Index: 1.597
• Boiling Point: 233.6 °C at 760 mmHg
• PKA: -3.02±0.10(Predicted)
• Flash Point: 95.1 °C
• PSA: 12.89000
• Density: 1.848 g/cm³
• LogP: 3.15090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 224.87477
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%, ^*data from raw suppliers

5-Bromo-2,3-dichloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-41-37/38-25
• Safety Statements: 26-45-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromo-2,3-dichloropyridine

There total 12 articles about 5-Bromo-2,3-dichloropyridine 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:

5-Amino-2,3-dichloropyridine (98121-41-6) → 5-bromo-2,3-dichloropyridine (97966-00-2)

Guidance literature:

5-Amino-2,3-dichloropyridine; With hydrogen bromide; sodium nitrite; In water; at 0 - 5 ℃; for 1.16667h;

With copper(I) bromide; In water; at 0 - 20 ℃; for 0.333333h;

Reference yield:

3-bromo-5-chloropyridine N-oxide (1221793-62-9) → 5-bromo-2,3-dichloropyridine (97966-00-2) + 3-bromo-2,5-dichloropyridine (138006-41-4)

Guidance literature:

With oxalyl dichloride; triethylamine; In dichloromethane; at -70 ℃; for 0.5h; Overall yield = 74.9 %; Overall yield = 340 mg; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01057

Reference yield:

5-nitro-2-hydroxypyridine (5418-51-9) → 5-bromo-2,3-dichloropyridine (97966-00-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride; potassium chlorate / water / 1.25 h / 50 - 59 °C

2.1: quinoline; trichlorophosphate / 1.5 h / 0 - 120 °C

3.1: hydrogenchloride; tin(ll) chloride / water / 2 h / 20 - 65 °C

3.2: 0 °C / pH > 10

4.1: hydrogen bromide; sodium nitrite / water / 1.17 h / 0 - 5 °C

4.2: 0.33 h / 0 - 20 °C

With quinoline; hydrogenchloride; potassium chlorate; hydrogen bromide; tin(ll) chloride; sodium nitrite; trichlorophosphate; In water;

upstream raw materials:

3-amino-5-bromo-2-chloropyridine

2,5-dibromopyridin-3-ylamine

5-bromo-2-chloro-3-nitropyridine

2,5-dibromo-3-nitro-pyridine

Downstream raw materials:

5-chloro-6-(4-chlorophenylamino)pyridin-3-ylboronic acid

(5-bromo-3-chloropyridin-2-yl)-(4-chlorophenyl)amine

5-bromo-3-chloro-2-isopropoxypyridine

3-chloro-5-(3-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazol-5-yl)-2-[(1-methylethyl)oxy]pyridine