| Identification | Back Directory | [Name]
ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE | [CAS]
35975-57-6 | [Synonyms]
Ux00004205
BUTTPARK 89\01-99
ETHYL 8-BROMO-4-HYDROXY-3-QUINOLINECARBOXYLATE
ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE
Ethyl 4-hydroxy-8-broMoquinoline-3-carboxylate
4-Hydroxy-8-broMoquinoline-3-carboxylic acid ethyl ester
8-Bromo-4-hydroxy-3-quinolinecarboxylic acid ethyl ester
8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
3-Quinolinecarboxylic acid, 8-bromo-4-hydroxy-, ethyl ester
ETHYL 8-BROMO-4-HYDROXYQUINOLINE-3-CARBOXYLATE ISO 9001：2015 REACH | [Molecular Formula]
C12H10BrNO3 | [MDL Number]
MFCD00173380 | [MOL File]
35975-57-6.mol | [Molecular Weight]
296.12 |
| Chemical Properties | Back Directory | [Boiling point ]
385.5±37.0 °C(Predicted) | [density ]
1.593±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
solid | [pka]
2.16±0.50(Predicted) | [Appearance]
Off-white to light brown Solid | [InChI]
InChI=1S/C12H10BrNO3/c1-2-17-12(16)8-6-14-10-7(11(8)15)4-3-5-9(10)13/h3-6H,2H2,1H3,(H,14,15) | [InChIKey]
XDDQBYKFJZYKPE-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=CC=2Br)C(O)=C(C(OCC)=O)C=1 |
| Hazard Information | Back Directory | [Synthesis]
The reaction was carried out with 2-bromoaniline (2.5 g, 14.62 mmol) and diethyl ethoxymethylene malonate (3.16 g, 14.62 mmol) by heating at 100 °C for 3 hours. Subsequently, the volatiles in the reaction system were removed by a stream of nitrogen. The resulting melt was slowly added to boiling diphenyl ether (10 mL) and the mixture was heated to reflux for 2 hours. After completion of the reaction, the reaction mixture was allowed to cool to room temperature and petroleum ether was added to precipitate the product. The precipitated solid was collected by filtration and dried to give ethyl 4-hydroxy-8-bromoquinoline-3-carboxylate (3.5 g). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 11.65 (br s, 1H), 8.45 (s, 1H), 8.17 (d, J = 7.8 Hz, 1H), 8.05 (d, J = 7.8 Hz, 1H), 7.39-7.34 (t, J = 7.8 Hz, 1H), 4.26-4.19 (q, J = 7.2,14.1Hz, 2H), 1.30-1.26 (t, J = 6.9Hz, 3H). | [References]
[1] Journal of Organic Chemistry, 2017, vol. 82, # 24, p. 13756 - 13767
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 8, p. 1487 - 1490
[3] Patent: US2003/144507, 2003, A1
[4] Patent: EP1258252, 2002, A1
[5] Patent: US2004/18192, 2004, A1 |
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| Company Name: |
Energy Chemical
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| Tel: |
021-021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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