6,7-dichloroquinoline-5,8-dione

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Products Intro: Product Name:6,7-dichloroquinoline-5,8-dione
CAS:6541-19-1
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Products Intro: Product Name:6,7-Dichloroquinoline-5,8-dione
CAS:6541-19-1
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CAS:6541-19-1
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CAS:6541-19-1
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Products Intro: Product Name:6,7-dichloroquinoline-5,8-dione
CAS:6541-19-1
Purity:97% HPLC Package:100g 1kg 5kg 10kg
6,7-dichloroquinoline-5,8-dione Basic information
Product Name:6,7-dichloroquinoline-5,8-dione
Synonyms:6,7-dichloroquinoline-5,8-dione;6,7-dichloro9uinoline-5,8-dione;5,8-Quinolinedione, 6,7-dichloro-
CAS:6541-19-1
MF:C9H3Cl2NO2
MW:228.03
EINECS:
Product Categories:
Mol File:6541-19-1.mol
6,7-dichloroquinoline-5,8-dione Structure
6,7-dichloroquinoline-5,8-dione Chemical Properties
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
InChI1S/C9H3Cl2NO2/c10-5-6(11)9(14)7-4(8(5)13)2-1-3-12-7/h1-3H
InChIKeyTUWOPVCIIBKUQS-UHFFFAOYSA-N
SMILESO=C(C(Cl)=C(Cl)C1=O)C2=C1N=CC=C2
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
MSDS Information
6,7-dichloroquinoline-5,8-dione Usage And Synthesis
Uses6,7-Dichloroquinoline-5,8-dione is a reagent used in the synthesis of pharmaceuticals, such as a platinum(II) complex with antitumor activity.
Synthesis
8-Hydroxyquinoline

148-24-3

6,7-dichloroquinoline-5,8-dione

6541-19-1

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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