4-Bromo-2-chloro-3-iodopyridine

Base Information

• Chemical Name: 4-Bromo-2-chloro-3-iodopyridine
• CAS No.: 916203-52-6
• Molecular Formula: C5H2 Br Cl I N
• Molecular Weight: 318.339
• Hs Code.: 2933399090
• Mol file: 916203-52-6.mol

Synonyms:4-Bromo-2-chloro-3-iodopyridine

Chemical Property of 4-Bromo-2-chloro-3-iodopyridine

Chemical Property:

• Vapor Pressure: 0.000702mmHg at 25°C
• Melting Point: 86-90℃
• Boiling Point: 317.8oC at 760 mmHg
• Flash Point: 146oC
• PSA: 12.89000
• Density: 2.395g/cm3
• LogP: 3.10210
• Sensitive.: Light Sensitive

Purity/Quality:

98%, ^*data from raw suppliers

4-Bromo-2-chloro-3-iodopyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo-2-chloro-3-iodopyridine

There total 2 articles about 4-Bromo-2-chloro-3-iodopyridine 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: 82.0%

2-chloro-4-bromopyridine (73583-37-6) → 4-bromo-2-chloro-3-iodo-pyridine (916203-52-6)

Guidance literature:

2-chloro-4-bromopyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -70 ℃;

With iodine; In tetrahydrofuran; at -70 ℃;

DOI:10.1021/jo061618f

Reference yield:

4-Amino-2-chloropyridine (14432-12-3) → 4-bromo-2-chloro-3-iodo-pyridine (916203-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrobromic acid; sodium nitrite / H₂O

1.2: 97 percent / potassium bromide / H₂O

2.1: lithium diisopropylamide / tetrahydrofuran / -70 °C

2.2: 82 percent / iodine / tetrahydrofuran / -70 °C

With hydrogen bromide; lithium diisopropyl amide; sodium nitrite; In tetrahydrofuran; water; 1.2: Sandmeyer bromination;

DOI:10.1021/jo061618f

Reference yield: 80.0%

4-bromo-2-chloro-3-iodo-pyridine (916203-52-6) + N-2,6-dichlorophenyl-acrylamide (37511-45-8) → 5-chloro-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one (916203-59-3)

Guidance literature:

With sodium acetate; potassium bromide; palladium diacetate; In various solvent(s); at 90 - 100 ℃;

DOI:10.1021/jo061618f

upstream raw materials:

2-chloro-4-bromopyridine

4-Amino-2-chloropyridine

Downstream raw materials:

5-chloro-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one

Refernces

• 1、 Cvetovich, Raymond J.,Reamer, Robert A.,DiMichele, Lisa,Chung, John Y. L.,Chilenski, Jennifer R.. "Unique tandem heck-lactamization naphthyridinone ring formation between acrylanilides and halogenated pyridines". . p. 8610 - 8613. Retrieved 2007/10/03.