| Identification | Back Directory | [Name]
7-BROMO-4-CHLOROQUINOLINE | [CAS]
75090-52-7 | [Synonyms]
BUTTPARK 89\09-07
7-BROMO-4-CHLOROQUINOLINE
4-Chloro-7-bromoquinoline
Quinoline, 7-bromo-4-chloro-
7-Bromo-4-chloroquinoline 98%
7-Bromo-4-chloro-1-azanaphthalene | [EINECS(EC#)]
804-045-4 | [Molecular Formula]
C9H5BrClN | [MDL Number]
MFCD02684221 | [MOL File]
75090-52-7.mol | [Molecular Weight]
242.5 |
| Chemical Properties | Back Directory | [Melting point ]
105-106 °C | [Boiling point ]
314.6±22.0 °C(Predicted) | [density ]
1.673±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
1.99±0.27(Predicted) | [color ]
Beige | [InChI]
InChI=1S/C9H5BrClN/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-5H | [InChIKey]
JJUTYYVZDKDLBC-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=C(Br)C=2)C(Cl)=CC=1 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow powder | [Synthesis]
General procedure for the synthesis of 4-chloro-7-bromoquinoline from 4-hydroxy-7-bromoquinoline: Phosphorus oxychloride (106.76 g, 696.28 mmol) was added in batches to a solution of dioxane (660 mL) containing 4-hydroxy-7-bromoquinoline (60 g, 267.8 mmol) at 30 °C. The reaction mixture was stirred at 100 °C for 40 min before confirming that 4-hydroxy-7-bromoquinoline had been completely converted to 4-chloro-7-bromoquinoline by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the reaction was quenched with water (200 mL) and subsequently extracted with ethyl acetate (200 mL x 2). The combined organic phases were washed with saturated sodium chloride solution (100 mL x 2) and dried with anhydrous sodium sulfate. After concentration under reduced pressure, the target compound 4-chloro-7-bromoquinoline (light yellow solid, 59 g, 81.77% yield) was obtained. It was analyzed by liquid chromatography-mass spectrometry (LC-MS, ESI), and the molecular ion peak m/z was 243.8 ([M+H]+). | [References]
[1] Patent: EP3293177, 2018, A1. Location in patent: Paragraph 0459; 0460
[2] Journal of the American Chemical Society, 1949, vol. 71, p. 3236
[3] Journal of the American Chemical Society, 1946, vol. 68, p. 113,115
[4] Journal of Medicinal Chemistry, 1998, vol. 41, # 25, p. 4918 - 4926
[5] Patent: WO2018/34918, 2018, A1. Location in patent: Page/Page column 71 |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
25-41 | [Safety Statements ]
26-39-45 | [RIDADR ]
2811 | [WGK Germany ]
3 | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
2933499090 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Dam. 1 |
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