N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide

Base Information

• Chemical Name: N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide
• CAS No.: 41526-21-0
• Molecular Formula: C14H10BrClN2O2
• Molecular Weight: 353.603
• European Community (EC) Number: 255-427-7
• UNII: W2E7F48BSD
• DSSTox Substance ID: DTXSID70194400
• Nikkaji Number: J320.097C
• Wikidata: Q72512180
• Mol file: 41526-21-0.mol

Synonyms:41526-21-0;N-(4-Bromo-2-picolinoylphenyl)-2-chloroacetamide;N-[4-BROMO-2-(2-PYRIDYLCARBONYL)PHENYL]-2-CHLOROACETAMIDE;N-[4-bromo-2-(pyridine-2-carbonyl)phenyl]-2-chloroacetamide;EINECS 255-427-7;N-(4-Bromo-2-(2-pyridylcarbonyl)phenyl)-2-chloroacetamide;N-[4-Bromo-2-(pyridin-2-ylcarbonyl)phenyl]-2-chloroacetamide;Acetamide, N-[4-bromo-2-(2-pyridinylcarbonyl)phenyl]-2-chloro-;Acetamide, N-(4-bromo-2-(2-pyridinylcarbonyl)phenyl)-2-chloro-;W2E7F48BSD;DTXSID70194400;C14-H10-Br-Cl-N2-O2;F87884;2-[2-(2-Chloroacetamido)-5-bromobenzoyl]pyridine

Chemical Property of N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide

Chemical Property:

• Vapor Pressure: 3.41E-13mmHg at 25°C
• Melting Point: 131-132 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.651
• Boiling Point: 574.3 °C at 760 mmHg
• PKA: 11.28±0.70(Predicted)
• Flash Point: 301.1 °C
• PSA: 59.06000
• Density: 1.596 g/cm³
• LogP: 3.32540
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 351.96142
• Heavy Atom Count: 20
• Complexity: 367

Purity/Quality:

99.9% ^*data from raw suppliers

N-(4-Bromo-2-picolinoylphenyl)-2-chloroacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)C2=C(C=CC(=C2)Br)NC(=O)CCl
• Uses: N-(4-Bromo-2-picolinoylphenyl)-2-chloroacetamide is a derivative of 2-(2-Amino-5-bromobenzoyl)pyridine (A601785); an intermediate in the preparation of Bromazepam (B678500).

Technology Process of N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide

There total 1 articles about N-[4-Bromo-2-(2-pyridylcarbonyl)phenyl]-2-chloroacetamide 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: 98.5%

2-amino-5-bromobenzoyl pyridine (1563-56-0) + chloroacetyl chloride (79-04-9) → N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide (41526-21-0)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; Inert atmosphere;

DOI:10.1021/acschemneuro.0c00295

Reference yield: 80.0%

hexamethylenetetramine (100-97-0) + N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide (41526-21-0) → N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone (76895-76-6) + 4-oxo-3-(4-bromo-2-(2-pyridylcarbonyl)phenyl)imidazolidine (76895-81-3) + bromazepam (1812-30-2)

Guidance literature:

With urotropin hydrochloride; In methanol; water; Heating;

Reference yield: 80.0%

N-(4-bromo-2-picolinoylphenyl)-2-chloroacetamide (41526-21-0) → N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone (76895-76-6) + 4-oxo-3-(4-bromo-2-(2-pyridylcarbonyl)phenyl)imidazolidine (76895-81-3) + bromazepam (1812-30-2)

Guidance literature:

With hexamethylenetetramine; urotropin hydrochloride; In methanol; water; Yields of byproduct given; Heating;

upstream raw materials:

2-amino-5-bromobenzoyl pyridine

chloroacetyl chloride

Downstream raw materials:

N,N'-methylenebis<3-(2'-o-pyridoyl-4-bromo)phenyl>-4-imidazolidinone

4-oxo-3-(4-bromo-2-(2-pyridylcarbonyl)phenyl)imidazolidine

bromazepam

Refernces

• 1、 Clarke, George M.,Lee, J. Barry,Swinbourne, Frederick J.,Williamson, Basil. "The Conversion of 2-(2-Chloroacetamido)-benzophenones into 2,3-Dihydro-2-oxo-1,4-benzodiazepines. Part II. With Hexamine and Acid". . p. 4762 - 4776. Retrieved 2007/10/02.