5-Bromo-2-chlorobenzonitrile

Base Information

• Chemical Name: 5-Bromo-2-chlorobenzonitrile
• CAS No.: 57381-44-9
• Molecular Formula: C7H3BrClN
• Molecular Weight: 216.465
• Hs Code.: 2926909090
• Mol file: 57381-44-9.mol

Synonyms:5-bromo-2-chlorobenzenecarbonitrile;

Chemical Property of 5-Bromo-2-chlorobenzonitrile

Chemical Property:

• Vapor Pressure: 0.00841mmHg at 25°C
• Melting Point: 133 °C
• Refractive Index: 1.623
• Boiling Point: 266.9 °C at 760 mmHg
• Flash Point: 115.2 °C
• PSA: 23.79000
• Density: 1.74 g/cm³
• LogP: 2.97418
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

5-?Bromo-?2-?chlorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-?Bromo-?2-?chlorobenzonitrile is an organic reagent used in the preparation of novel thiazolidin-4-ones as HIV-1 fusion inhibitors targetting gp41. Also used in the synthesis of diazinones as P2 replacements for pyrazole-based cathespin S inhibitors.

Technology Process of 5-Bromo-2-chlorobenzonitrile

There total 2 articles about 5-Bromo-2-chlorobenzonitrile 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: 85.9%

2-Chlorobenzonitrile (873-32-5) → 5-bromo-2-chlorobenzonitrile (57381-44-9)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In dichloromethane; at 0 - 20 ℃; for 5h; Reagent/catalyst;

Reference yield: 24.0%

3-cyanobromobenzene (6952-59-6) → 5-bromo-2-chlorobenzonitrile (57381-44-9)

Guidance literature:

With N-chloro-succinimide; palladium diacetate; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 70 ℃; for 12h;

DOI:10.1021/jacs.1c05281

Reference yield: 89.0%

5-bromo-2-chlorobenzonitrile (57381-44-9) → 5-bromo-2-chlorobenzimidamide

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 16h; Inert atmosphere;

upstream raw materials:

2-Chlorobenzonitrile

3-cyanobromobenzene

Downstream raw materials:

(5-bromo-2-chloro-phenyl)methanamine

5-((5-(4-chloro-3-(1H-tetrazol-5-yl)phenyl)furan-2-yl)methylene)-2-thioxo-3-(3-(trifluoromethyl)phenyl)thiazolidin-4-one

5-(5-bromo-2-chlorophenyl)-1H-tetrazole

5-(4-chloro-3-(1H-tetrazol-5-yl)phenyl)furan-2-carbaldehyde

Refernces

• 1、 Edjoc, Racquel K.,Mills, L. Reginald,Rousseaux, Sophie A. L.. "Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles". supporting information. p. 10422 - 10428. Retrieved 2021/07/26.