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2-Bromo-5-chlorobenzaldehyde

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2-Bromo-5-chlorobenzaldehyde Basic information

Product Name:
2-Bromo-5-chlorobenzaldehyde
Synonyms:
  • Benzaldehyde,2-bromo-5-chloro-
  • 5-Chloro-2-bromobenzaldehyde
  • 2-Bromo-5-chlorobenzaldehyde
  • 2-Bromo-5-chlorobenzalde
  • 2-Bromo-5-chlorobenzaldehyde >
  • 2-Bromo-5 chloraldehyde
CAS:
174265-12-4
MF:
C7H4BrClO
MW:
219.46
EINECS:
678-212-3
Product Categories:
  • Chlorine Compounds
  • Adehydes, Acetals & Ketones
  • Bromine Compounds
Mol File:
174265-12-4.mol
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2-Bromo-5-chlorobenzaldehyde Chemical Properties

Melting point:
66 °C
Boiling point:
258 °C
Density 
1.698
Flash point:
110 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
Crystalline
color 
Pale yellow
InChI
InChI=1S/C7H4BrClO/c8-7-2-1-6(9)3-5(7)4-10/h1-4H
InChIKey
IIISHLMCTDMUHH-UHFFFAOYSA-N
SMILES
C(=O)C1=CC(Cl)=CC=C1Br
CAS DataBase Reference
174265-12-4
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
22
Safety Statements 
24/25
RIDADR 
UN1993
HS Code 
29130000
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2-Bromo-5-chlorobenzaldehyde Usage And Synthesis

Uses

2-Bromo-5-chlorobenzaldehyde is an important class of pharmaceutical intermediates which can be used in the synthesis of a variety of drugs. 2-Bromo-5-chlorobenzaldehyde can be used in the preparation of the compound 3-chloro-14-cyclohexyl-6-[2-(dimethylamino)ethyl]-7-oxo-5,6,7,8-tetrahydroindolo[2,1-a][2,5]benzo[di-acridine]-11-carboxylic acid, which can be used in the treatment or prevention of viral infections.

Synthesis

66192-24-3

174265-12-4

Step 2: Synthesis of 2-bromo-5-chlorobenzaldehyde; Preparation was carried out with reference to the literature method (J. Am. Chem. Soc. 2002, 124(7), 1354): a mixture of activated powdered 4A molecular sieves (800 mg/mmol of substrate), N-methylmorpholine-N-oxide (2 eq.) and 2-bromomethyl-5-chlorobenzaldehyde (1 eq.) was stirred for 2 hours at 0°C in a N -methylpyrrolidone (0.16 M) were stirred for 2 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was subsequently concentrated under vacuum to afford the target product 2-bromo-5-chlorobenzaldehyde in 92% yield.

References

[1] Patent: WO2006/46030, 2006, A2. Location in patent: Page/Page column 28
[2] Journal of the American Chemical Society, 2002, vol. 124, # 7, p. 1354 - 1363

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