| Identification | Back Directory | [Name]
6,7-dichloroquinoline-5,8-dione | [CAS]
6541-19-1 | [Synonyms]
6,7-dichloroquinoline-5,8-dione
6，7-dichloro9uinoline-5,8-dione
5,8-Quinolinedione, 6,7-dichloro- | [Molecular Formula]
C9H3Cl2NO2 | [MDL Number]
MFCD00512152 | [MOL File]
6541-19-1.mol | [Molecular Weight]
228.03 |
| Chemical Properties | Back Directory | [Melting point ]
220-222 °C | [Boiling point ]
331.1±42.0 °C(Predicted) | [density ]
1.63±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Chloroform (Slightly) | [form ]
Solid | [pka]
-3.44±0.20(Predicted) | [color ]
Pale Yellow to Orange |
| Hazard Information | Back Directory | [Uses]
6,?7-?Dichloroquinoline-?5,?8-?dione is a reagent used in the synthesis of pharmaceuticals, such as a platinum(II) complex with antitumor activity. | [Synthesis]
General procedure for the synthesis of 6,7-dichloroquinoline-5,8-dione from 8-hydroxyquinoline: sodium chlorate (0.50 mol) was slowly added to a solution of 8-hydroxyquinoline (0.10 mol) dissolved in concentrated hydrochloric acid (600 mL) over a period of 1 hour. The reaction mixture was stirred continuously at 40°C for 2 hours. Subsequently, the reaction solution was diluted with water to a total volume of 2 L. The resulting white precipitate was removed by filtration and discarded. The filtrate was extracted several times with dichloromethane (6 x 250 mL), all organic phases were combined, washed with water and concentrated under reduced pressure to give a yellow solid product. The solid product was recrystallized in methanol to give the final 6,7-dichloroquinoline-5,8-dione (compound 7) as bright yellow crystals. The characterization data of compound 7 was in agreement with that reported in literature [32]. | [References]
[1] RSC Advances, 2015, vol. 5, # 78, p. 63330 - 63337
[2] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 8, p. 4617 - 4625
[3] Journal of Medicinal Chemistry, 1986, vol. 29, # 8, p. 1329 - 1340
[4] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 9, p. 3238 - 3251
[5] European Journal of Medicinal Chemistry, 2018, vol. 157, p. 423 - 436 |
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| Company Name: |
Cool Pharm, Ltd
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021-58581007 18019463053 |
| Website: |
http://www.coolpharm.com.cn |
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Shanghai UCHEM Inc.
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18939844854 |
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www.chemicalbook.com/supplier/23967788/ |
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