4-BROMO-7-CHLOROQUINOLINE
- Product Name
- 4-BROMO-7-CHLOROQUINOLINE
- CAS No.
- 98519-65-4
- Chemical Name
- 4-BROMO-7-CHLOROQUINOLINE
- Synonyms
- 4-BROMO-7-CHLOROQUINOLINE;7-chloro-4-bromo-quinoline;Quinoline, 4-bromo-7-chloro-;4-Bromo-7-chloro-1-azanaphthalene
- CBNumber
- CB4678584
- Molecular Formula
- C9H5BrClN
- Formula Weight
- 242.5
- MOL File
- 98519-65-4.mol
4-BROMO-7-CHLOROQUINOLINE Property
- Melting point:
- 101-103°C
- Boiling point:
- 331.3±22.0 °C(Predicted)
- Density
- 1.673
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, DMSO, Methanol
- pka
- 1.81±0.27(Predicted)
- form
- Solid
- color
- Tan
- InChI
- 1S/C9H5BrClN/c10-8-3-4-12-9-5-6(11)1-2-7(8)9/h1-5H
- InChIKey
- IVPHNMMNLBTDRQ-UHFFFAOYSA-N
- SMILES
- Clc1ccc2c(Br)ccnc2c1
Safety
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H318Causes serious eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- BBO000238
- Product name
- 4-Bromo-7-chloroquinoline
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $352
- Updated
- 2026/03/19
- Product number
- B682550
- Product name
- 4-Bromo-7-chloroquinoline
- Packaging
- 1g
- Price
- $155
- Updated
- 2021/12/16
- Product number
- B682550
- Product name
- 4-Bromo-7-chloroquinoline
- Packaging
- 10g
- Price
- $1230
- Updated
- 2021/12/16
- Product number
- HCH0104703
- Product name
- 4-BROMO-7-CHLOROQUINOLINE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1804.11
- Updated
- 2021/12/16
- Product number
- HCH0104703
- Product name
- 4-BROMO-7-CHLOROQUINOLINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $958.65
- Updated
- 2021/12/16
4-BROMO-7-CHLOROQUINOLINE Chemical Properties,Usage,Production
Chemical Properties
yellow powder
Uses
4-Bromo-7-chloroquinoline is a chemical reagent in the synthesis of autophagy antitumor inhibitors, as well as antifungal agents.
Synthesis Reference(s)
The Journal of Organic Chemistry, 72, p. 2232, 2007 DOI: 10.1021/jo062168u
Synthesis
86-98-6
98519-65-4
General procedure for the synthesis of 4-bromo-7-chloroquinoline from 4,7-dichloroquinoline: 4,7-dichloroquinoline (0.3315 g, 1.674 mmol) and propionitrile (3 mL) were added in a 20 mL microwave tube, followed by the slow addition of trimethylsilyl bromide (TMS-Br, 0.434 mL, 3.35 mmol) at room temperature. Precipitation generation was observed during the reaction. The reaction tube was sealed and placed in a 100 °C oil bath for 12 hours. After completion of the reaction, the system was cooled to room temperature. The crude reaction mixture was slowly poured into pre-cooled sodium hydroxide solution (1 N, 3 mL) and the reaction tube was rinsed with an appropriate amount of water. Subsequently, the aqueous layer was extracted with ether (3 x 5 mL). All ether layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target product 4-bromo-7-chloroquinoline (300 mg, 1.126 mmol, 67% yield) as a yellow solid. The product was confirmed by NMR hydrogen spectrum (400 MHz, CDCl3): δ 8.70 (d, J = 4.6 Hz, 1H), 8.17 (d, J = 8.8 Hz, 1H), 8.14 (d, J = 2.0 Hz, 1H), 7.73 (d, J = 4.6 Hz, 1H), 7.63 (dd, J = 9.0, 2.0 Hz, 1H); liquid chromatography-mass spectrometry (LCMS, ESI) showed a molecular ion peak m/z of 241.9, which is consistent with the calculated value of C9H5BrClN.
References
[1] European Journal of Organic Chemistry, 2002, # 24, p. 4181 - 4184
[2] Journal of the American Chemical Society, 1959, vol. 81, p. 3984,3986
[3] Patent: WO2017/59085, 2017, A1. Location in patent: Page/Page column 224; 225
4-BROMO-7-CHLOROQUINOLINE Preparation Products And Raw materials
Raw materials
Preparation Products
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