| Identification | Back Directory | [Name]
6-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER | [CAS]
122794-99-4 | [Synonyms]
BUTTPARK 21\09-49
6-bromo-4-hydroxyquinoL
Ethyl 4-hydroxy-6-broMoquinoline-3-carboxylate
ETHYL 6-BROMO-4-HYDROXY-3-QUINOLINECARBOXYLATE
ETHYL 6-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE
ethyl 6-bromo-1,4-dihydro-4-oxoquinoline-3-carboxylate
6-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
4-Hydroxy-6-broMoquinoline-3-carboxylic acid ethyl ester
3-Quinolinecarboxylic acid, 6-bromo-4-hydroxy-, ethyl ester
6-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER ISO 9001：2015 REACH
3-QUINOLINECARBOXYLICACID, 6-BROMO-4-HYDROXY-, ETHYL ESTER (RELATED REFERENCE)
6-Bromo-3-(ethoxycarbonyl)-4-hydroxyquinoline, 6-Bromo-3-(ethoxycarbonyl)-4-hydroxy-1-azanaphthalene | [EINECS(EC#)]
-0 | [Molecular Formula]
C12H10BrNO3 | [MDL Number]
MFCD00173362 | [MOL File]
122794-99-4.mol | [Molecular Weight]
296.12 |
| Chemical Properties | Back Directory | [Melting point ]
326-329°C | [Boiling point ]
385.5±37.0 °C(Predicted) | [density ]
1.593 | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
solid | [pka]
2.16±0.50(Predicted) | [Appearance]
White to light brown Solid | [InChI]
InChI=1S/C12H10BrNO3/c1-2-17-12(16)9-6-14-10-4-3-7(13)5-8(10)11(9)15/h3-6H,2H2,1H3,(H,14,15) | [InChIKey]
IVZIOBTVAJBBAS-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC(Br)=CC=2)C(O)=C(C(OCC)=O)C=1 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H319 | [Precautionary statements ]
P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
36 | [Safety Statements ]
26 | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
2933499090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of ethyl 6-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylate from diethyl 2-(((4-bromophenyl)amino)methylene)malonate was as follows: intermediate 3c (330 mg, 0.879 mmol) was transferred to a microwave reaction tube and dissolved in 2 mL diphenyl ether. The reaction was carried out at 250 °C with microwave radiation for 5 min. After completion of the reaction, petroleum ether was added and the precipitate precipitated was collected by filtration. The resulting product was confirmed as ethyl 6-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylate in quantitative yield by 1H-NMR analysis. | [References]
[1] Patent: WO2009/40377, 2009, A2. Location in patent: Page/Page column 19
[2] Patent: WO2016/10869, 2016, A2. Location in patent: Page/Page column 16
[3] Patent: WO2017/11363, 2017, A1. Location in patent: Page/Page column 16
[4] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 3, p. 350 - 354
[5] European Journal of Medicinal Chemistry, 2014, vol. 79, p. 413 - 421 |
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