ChemicalBook > CAS DataBase List > 6-BroMoquinoline-2-carbaldehyde

6-BroMoquinoline-2-carbaldehyde

Product Name
6-BroMoquinoline-2-carbaldehyde
CAS No.
98948-91-5
Chemical Name
6-BroMoquinoline-2-carbaldehyde
Synonyms
6-BroMoquinoline-2-carbaldehyde;6-Bromo-2-quinolinecarboxaldehyde;2-Quinolinecarboxaldehyde, 6-bromo-
CBNumber
CB92659878
Molecular Formula
C10H6BrNO
Formula Weight
236.06
MOL File
98948-91-5.mol
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6-BroMoquinoline-2-carbaldehyde Property

Boiling point:
370.7±22.0 °C(Predicted)
Density 
1.632±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
2.85±0.43(Predicted)
Appearance
Light yellow to yellow Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B807875
Product name
6-Bromoquinoline-2-carboxaldehyde
Packaging
250mg
Price
$470
Updated
2021/12/16
Chemenu
Product number
CM227592
Product name
6-Bromoquinoline-2-carbaldehyde
Purity
95%
Packaging
5g
Price
$1130
Updated
2021/12/16
Labseeker
Product number
SC-68885
Product name
6-bromoquinoline-2-carbaldehyde
Purity
95
Packaging
5g
Price
$1200
Updated
2021/12/16
Alichem
Product number
98948915
Product name
6-Bromoquinoline-2-carbaldehyde
Packaging
5g
Price
$1257.36
Updated
2021/12/16
Ambeed
Product number
A128643
Product name
6-Bromoquinoline-2-carbaldehyde
Purity
95+%
Packaging
100mg
Price
$73
Updated
2021/12/16
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6-BroMoquinoline-2-carbaldehyde Chemical Properties,Usage,Production

Uses

6-Bromoquinoline-2-carboxaldehyde is a reagent used in the synthesis of histone deacetylase (HDAC) inhibitor; an anti-cancer agent.

Synthesis

877-42-9

98948-91-5

At room temperature and under nitrogen protection, 6-bromo-2-methylquinoline (10 g, 45.0 mmol) was dissolved in 1,4-dioxane (100 mL), followed by the addition of selenium dioxide (6.00 g, 54.0 mmol). The reaction mixture was heated to 75°C and maintained at this temperature for 5 hours of reaction. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filter cake was washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the resulting residue was ground with hexane to promote product precipitation. The solid product was collected by vacuum filtration and dried overnight under high vacuum to give the final 6-bromoquinoline-2-carbaldehyde (8.86 g, 37.5 mmol, 83% yield) as an off-white solid. The structure of the product was analyzed by 1H NMR (400 MHz, DMSO-d6) δ 10.11 (d, J=1.0 Hz, 1H), 8.56 (d, J=8.5 Hz, 1H), 8.43 (d, J=2.3 Hz, 1H), 8.14 (d, J=9.0 Hz, 1H), 8.05-8.02 (m, 1H), 8.02-8.00 ( m, 1H) and LCMS (ESI) m/z 235.9,237.9 [M+H]+ (calculated value C10H7BrNO 236.0) confirmed.

References

[1] Patent: WO2011/86469, 2011, A1. Location in patent: Page/Page column 25
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 35, p. 11374 - 11377
[3] Angew. Chem., 2018, vol. 130, p. 11544 - 11547,4
[4] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0063
[5] Journal of Fluorescence, 2018, vol. 28, # 3, p. 795 - 800

6-BroMoquinoline-2-carbaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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6-BroMoquinoline-2-carbaldehyde Suppliers

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