4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxamide

Base Information

• Chemical Name: 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxamide
• CAS No.: 147404-72-6
• Molecular Formula: C₁₄H₁₂BrNO
• Molecular Weight: 290.159
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70570189
• Wikidata: Q72446885
• Mol file: 147404-72-6.mol

Synonyms:147404-72-6;4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxamide;4'-(bromomethyl)biphenyl-2-carboxamide;2-[4-(bromomethyl)phenyl]benzamide;[1,1'-Biphenyl]-2-carboxamide, 4'-(bromomethyl)-;MFCD11865373;C14H12BrNO;4'-(Bromomethyl)[1,1'-biphenyl]-2-carboxamide;c acid amide;Telmisartan-Bromo Amide Impurity;SCHEMBL5902171;DTXSID70570189;POWXVFIRWRUILN-UHFFFAOYSA-N;AMY13620;4'-Bromomethyl-biphenyl-2-carboxyli;4'-bromomethylbiphenyl-2-carboxamide;AKOS015917708;AS-77212;SY226391;D94512;A808645;4 inverted exclamation mark -(Bromomethyl)biphenyl-2-carboxamide

Chemical Property of 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxamide

Chemical Property:

• Boiling Point: 442.082 °C at 760 mmHg
• Flash Point: 221.164 °C
• PSA: 43.09000
• Density: 1.43 g/cm³
• LogP: 4.04770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Very Slightly, Heated), DMSO (Slightly), Methanol (Slightly, Hetaed)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 289.01023
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

98%min ^*data from raw suppliers

4''-(Bromomethyl)-[1,1''-biphenyl]-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)CBr)C(=O)N
• Uses: An impurity in the preparation of the angiotensin II receptor antagonist Telmisartan (D294250).

Technology Process of 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxamide

There total 3 articles about 4'-(Bromomethyl)-[1,1'-biphenyl]-2-carboxamide 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: 60.5%

4'-Methyl[1,1'-biphenyl]-2-carboxamide (39627-24-2) → 4’-(bromomethyl)-[1,1'-biphenyl]-4-carboxamide (147404-72-6)

Guidance literature:

Reference yield: 55.0%

azobisisobutyronitrate + 4'-Methyl[1,1'-biphenyl]-2-carboxamide (39627-24-2) → 4’-(bromomethyl)-[1,1'-biphenyl]-4-carboxamide (147404-72-6)

Guidance literature:

With N-Bromosuccinimide; In water; benzene;

Reference yield:

2-Bromobenzamide (4001-73-4) + 4-methylphenylboronic acid (5720-05-8) → 4’-(bromomethyl)-[1,1'-biphenyl]-4-carboxamide (147404-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene; ethanol / 0.33 h / Inert atmosphere

1.2: 12 h / 110 °C / Inert atmosphere

2.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / 1,2-dichloro-ethane / 8 h / 70 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In ethanol; 1,2-dichloro-ethane; toluene;

upstream raw materials:

4'-Methyl[1,1'-biphenyl]-2-carboxamide

2-Bromobenzamide

4-methylphenylboronic acid

Refernces

• 1、 -. "Heterocyclic compounds having angiotensin II antagonistic activity and use thereof". . . Retrieved 2008/06/13.
• 2、 -. "Process for producing 4-bromomethylbiphenyl compounds". . . Retrieved 2008/06/13.