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635-79-0

635-79-0 Structure

635-79-0 Structure
IdentificationBack Directory
[Name]

2-METHYL-QUINOLINE-3-CARBOXYLIC ACID
[CAS]

635-79-0
[Synonyms]

Quinaldine-3-carboxylic acid
3-Quinolinecarboxylic acid, 2-methyl-
Synthesis of 2-Methylquinolin-3-amine
2-Methylquinoline-3-carboxylic acid 95%
[EINECS(EC#)]

655-167-8
[Molecular Formula]

C11H9NO2
[MDL Number]

MFCD00510998
[MOL File]

635-79-0.mol
[Molecular Weight]

187.19
Chemical PropertiesBack Directory
[Melting point ]

251 °C
[Boiling point ]

342.0±27.0 °C(Predicted)
[density ]

1.285±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

solid
[pka]

1.17±0.30(Predicted)
[color ]

Light brown to brown
[InChI]

InChI=1S/C11H9NO2/c1-7-9(11(13)14)6-8-4-2-3-5-10(8)12-7/h2-6H,1H3,(H,13,14)
[InChIKey]

WXYKQNAKEPRCGF-UHFFFAOYSA-N
[SMILES]

N1C2C(=CC=CC=2)C=C(C(O)=O)C=1C
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933499090
Spectrum DetailBack Directory
[Spectrum Detail]

2-METHYL-QUINOLINE-3-CARBOXYLIC ACID(635-79-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER

15785-08-7

2-METHYL-QUINOLINE-3-CARBOXYLIC ACID

635-79-0

General procedure for the synthesis of 2-methyl-3-quinolinecarboxylic acid from ethyl 2-methylquinoline-3-carboxylate: to a stirred 60% aqueous ethanol solution (80 mL) of potassium hydroxide (4.489 g, 80 mmol) was added ethyl 2-methylquinoline-3-carboxylate (2.153 g, 10 mmol). The reaction mixture was stirred under reflux conditions for 1 hour. Upon completion of the reaction, the ethanol was evaporated under reduced pressure, followed by dilution with the addition of water (10 mL) and acidification with 1 M hydrochloric acid solution to pH < 7. The precipitate precipitated was collected and recrystallized by a solvent mixture of dichloromethane/hexane (1:10, v/v) to give 2-methyl-3-quinolinecarboxylic acid as a yellow solid in 92% yield (1.724 g, 9.2 mmol).

[References]

[1] Synthesis (Germany), 2013, vol. 45, # 23, p. 3239 - 3244
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 23, p. 6897 - 6907
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