| Identification | Back Directory | [Name]
2,4-DICHLORO-3-NITRO-QUINOLINE | [CAS]
132521-66-5 | [Synonyms]
Zinc02551827
AURORA KA-4144
2,4-Dichlor-3-nitro-chinolin
2,4-DICHLORO-3-NITRO-QUINOLINE
3-NITRO-2,4-DICHLORO QUINOLINE
Quinoline, 2,4-dichloro-3-nitro-
2,4-Dichloro-3-nitroquinoline 95%
2,4-DICHLORO-3-NITRO-QUINOLINE ISO 9001：2015 REACH | [Molecular Formula]
C9H4Cl2N2O2 | [MDL Number]
MFCD05666285 | [MOL File]
132521-66-5.mol | [Molecular Weight]
243.05 |
| Chemical Properties | Back Directory | [Melting point ]
102 °C(Solv: methanol (67-56-1); ethyl acetate (141-78-6)) | [Boiling point ]
359.7±37.0 °C(Predicted) | [density ]
1.593±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-4.98±0.50(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C9H4Cl2N2O2/c10-7-5-3-1-2-4-6(5)12-9(11)8(7)13(14)15/h1-4H | [InChIKey]
RSFJVCHKGRUCIC-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=CC=2)C(Cl)=C([N+]([O-])=O)C=1Cl |
| Hazard Information | Back Directory | [Synthesis]
(2) Synthesis of 2,4-dichloro-3-nitroquinoline: In a 20 mL round-bottomed flask, 3-nitroquinoline-2,4-diol (1 g, 4.85 mmol), phosphorus trichloride (appropriate amount) and N,N-dimethylaniline (0.19 mL) were added sequentially. The reaction mixture was stirred at 90 °C for 2 hours. Upon completion of the reaction, the reaction solution was cooled to room temperature, slowly poured into ice water, and stirring was continued for 0.5 hours. The precipitate precipitated was collected by filtration and dried under vacuum overnight. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=5:1, v/v) to give 0.7 g of white solid product in 59.4% yield. | [References]
[1] Medicinal Chemistry Research, 2014, vol. 23, # 6, p. 2964 - 2975
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 11, p. 4450 - 4465
[3] Patent: WO2013/67597, 2013, A1. Location in patent: Page/Page column 78
[4] Patent: WO2018/191746, 2018, A1. Location in patent: Paragraph 0391
[5] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 8, p. 921 - 926 |
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