| Identification | More | [Name]
METHYL QUINOLINE-6-CARBOXYLATE | [CAS]
38896-30-9 | [Synonyms]
6-QUINOLINECARBOXYLIC ACID METHYL ESTER
METHYL 6-QUINOLINECARBOXYLATE
METHYL QUINOLINE-6-CARBOXYLATE
Quinoline-6-carboxylic acid methyl ester
Methyl quinoline-6-carboxylate 97%
METHYL QUINOLINE-6-CARBOOXYLATE | [EINECS(EC#)]
217-925-2 | [Molecular Formula]
C11H9NO2 | [MDL Number]
MFCD00956766 | [Molecular Weight]
187.19 | [MOL File]
38896-30-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
88 °C | [Boiling point ]
315.1±15.0 °C(Predicted) | [density ]
1.210±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
4.06±0.10(Predicted) | [color ]
White to Light yellow to Dark green | [InChI]
InChI=1S/C11H9NO2/c1-14-11(13)9-4-5-10-8(7-9)3-2-6-12-10/h2-7H,1H3 | [InChIKey]
XSRWQTDEIOHXSL-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC(C(OC)=O)=CC=2)C=CC=1 | [CAS DataBase Reference]
38896-30-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29334900 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Synthesis]
At 0 °C, 6.0 mmol of thionyl chloride was slowly added dropwise to a 5 mL methanol solution containing 2.0 mmol of 6-quinoline carboxylic acid. Subsequently, the reaction mixture was warmed up to 50 °C with continuous stirring for 12 hours. Upon completion of the reaction, 30 mL of saturated aqueous NaHCO3 solution was added to the mixture to neutralize the reaction. The reaction mixture was extracted three times using 30 mL of dichloromethane and the organic phases were combined. The organic phase was dried over anhydrous MgSO4 and filtered to remove the desiccant. The organic solvent was removed by concentration under reduced pressure to give 6-(methoxycarbonyl)quinoline as a white solid in 98% yield. | [References]
[1] Heterocycles, 2011, vol. 83, # 7, p. 1649 - 1658
[2] Journal of the American Chemical Society, 2014, vol. 136, # 30, p. 10770 - 10776
[3] Patent: WO2015/160125, 2015, A1. Location in patent: Paragraph 143-145
[4] Chemistry - A European Journal, 2015, vol. 21, # 48, p. 17200 - 17204
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 19, p. 6570 - 6580 |
|
|