2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide

Base Information

• Chemical Name: 2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide
• CAS No.: 5504-92-7
• Molecular Formula: C15H10 Br Cl2 N O2
• Molecular Weight: 387.06
• Hs Code.: 2924299090
• European Community (EC) Number: 226-844-1
• UNII: AK6L8LX7FX
• DSSTox Substance ID: DTXSID60203590
• Nikkaji Number: J136.583E
• Wikidata: Q72452518
• Mol file: 5504-92-7.mol

Synonyms:Acetanilide,2-bromo-4'-chloro-2'-(o-chlorobenzoyl)- (7CI,8CI)

Chemical Property of 2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide

Chemical Property:

• Vapor Pressure: 3.33E-13mmHg at 25°C
• Melting Point: 136 °C
• Boiling Point: 574.5°Cat760mmHg
• PKA: 10.92±0.70(Predicted)
• Flash Point: 301.3°C
• PSA: 46.17000
• Density: 1.628g/cm³
• LogP: 4.63080
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 384.92720
• Heavy Atom Count: 21
• Complexity: 394

Purity/Quality:

99.9% ^*data from raw suppliers

ROR2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=C(C=CC(=C2)Cl)NC(=O)CBr)Cl
• Uses: 2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide is used in the synthesis of Cloxazolam and its metabolites.

Technology Process of 2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide

There total 4 articles about 2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide 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: 94.0%

2-Bromoacetyl bromide (598-21-0) + (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone (2958-36-3,53960-29-5) → 2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone (5504-92-7)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 0 ℃; for 1h;

DOI:10.1021/acs.orglett.9b03065

Reference yield:

o-chlorobenzoyl chloride (609-65-4) → 2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone (5504-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂ / 3 h / 200 - 230 °C

2: diethyl ether / 2 h / 10 °C

With zinc(II) chloride; In diethyl ether;

DOI:10.1002/jhet.5570380320

Reference yield:

4-chloro-aniline (106-47-8) → 2-(2-bromo-acetylamino)-5,2'-dichloro-benzophenone (5504-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂ / 3 h / 200 - 230 °C

2: diethyl ether / 2 h / 10 °C

With zinc(II) chloride; In diethyl ether;

DOI:10.1002/jhet.5570380320

upstream raw materials:

2-Bromoacetyl bromide

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone

o-chlorobenzoyl chloride

4-chloro-aniline

Downstream raw materials:

mexazolam

N-(2-hydroxy-ethyl)-glycine 4-chloro-2-(2-chloro-benzoyl)-anilide

7-chloro-5-(2-chlorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one

cloxazolam

Refernces

• 1、 Majdecki, Maciej,Niedbala, Patryk,Jurczak, Janusz. "Amide-Based Cinchona Alkaloids as Phase-Transfer Catalysts: Synthesis and Potential Application". supporting information. p. 8085 - 8090. Retrieved 2019/10/14.
• 2、 Cortes Cortes,Salazar Franco,Garcia Mellado. "Synthesis and spectral properties of 2-[(o- and p-substituted)aminophenyl]-3H-5-[(o- and p-substituted)phenyl]-7-chloro-1,4-benzodiazepines". . p. 663 - 669. Retrieved 2007/10/03.