5-Bromo-2-chlorobenzoyl chloride

Base Information

• Chemical Name: 5-Bromo-2-chlorobenzoyl chloride
• CAS No.: 21900-52-7
• Molecular Formula: C7H3BrCl2O
• Molecular Weight: 253.91
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID80373603
• Nikkaji Number: J2.198.474D
• Wikidata: Q82161832
• Mol file: 21900-52-7.mol

Synonyms:5-bromo-2-chlorobenzoyl chloride;21900-52-7;5-Bromo-2-chloro-benzoyl chloride;2-chloro-5-bromobenzoic acid chloride;SCHEMBL18163;5-Bromo-2-chloro-benzoylchloride;DTXSID80373603;2-chloro-5-bromo-benzoyl chloride;5-bromo-2-chloro benzoyl chloride;AMY31112;STR10324;MFCD03208978;Benzoyl chloride, 5-bromo-2-chloro-;AKOS009476110;EN300-239811;F2190-0072

Chemical Property of 5-Bromo-2-chlorobenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.00357mmHg at 25°C
• Boiling Point: 281.4oC at 760 mmHg
• Flash Point: 124oC
• PSA: 17.07000
• Density: 1.763g/cm3
• LogP: 3.48150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 251.87443
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromo-2-chlorobenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C(=O)Cl)Cl
• Uses: 5-Bromo-2-chlorobenzoyl Chloride is an intermediate in the synthesis of labelled and unlabelled isotopes of glucuronide metabolites of dapagliflozin. It also functions as an intermediate in the synthesis of dapagliflozin, a potent and selective hSGLT2 inhibitor.

Technology Process of 5-Bromo-2-chlorobenzoyl chloride

There total 5 articles about 5-Bromo-2-chlorobenzoyl chloride 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: 100.0%

5-bromo-2-chlorobenzoic acid (21739-92-4) → 5-bromo-2-chloro-benzoyl chloride (21900-52-7)

Guidance literature:

With oxalyl dichloride; In DMF (N,N-dimethyl-formamide); dichloromethane; at 20 - 25 ℃;

Reference yield: 98.9%

monomethyl oxalyl chloride (5781-53-3) + bromochlorobenzene (106-39-8) → 5-bromo-2-chloro-benzoyl chloride (21900-52-7)

Guidance literature:

monomethyl oxalyl chloride; With copper sulfate supported molecular sieve; In 1,1,1-trichloroethane; at 125 ℃; for 1.5h; under 4560.31 Torr; Inert atmosphere;

bromochlorobenzene; In chloroform; 1,1,1-trichloroethane; at 165 ℃; for 14h; under 6080.41 Torr; Temperature; Pressure; Inert atmosphere;

Reference yield:

oxalyl dichloride (79-37-8) + 5-bromo-2-chlorobenzoic acid (21739-92-4) → 5-bromo-2-chloro-benzoyl chloride (21900-52-7)

Guidance literature:

With N,N-dimethyl-formamide; In dichloromethane; for 14h;

upstream raw materials:

5-bromo-2-chlorobenzoic acid

2-chloro-5-bromotoluene

2-methyl-4-nitro-benzenamine

oxalyl dichloride

Downstream raw materials:

6-[bis-(5-bromo-2-chloro-benzoyl)-amino]-nicotinic acid ethyl ester

1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

2-(5-bromo-2-chloro-phenyl)-6-methyl-chromen-4-one

5-bromo-2-chloro-N-methoxy-N-methyl-benzamide

Refernces

• 1、 -. "PREPARATION OF HIGHLY PURE AMORPHOUS DAPAGLIFLOZIN". Page/Page column 23. . Retrieved 2021/12/13.
• 2、 -. "Synthesis method of dapagliflozin intermediate 5-bromo-2-chloro-4 '-ethoxydiphenylmethane". Paragraph 0024-0027. . Retrieved 2020/04/06.