| Identification | Back Directory | [Name]
6-Quinazolinecarboxylic acid (9CI) | [CAS]
676326-53-7 | [Synonyms]
Quinazoline-6-carboxylic ...
6-Quinazolinecarboxylic acid
quinazoline-6-carboxylic acid
Quinazoline-6-caeboxylic acid
Quinazoline-7-carboxylic acid
6-Quinazolinecarboxylic acid (9CI) | [Molecular Formula]
C9H6N2O2 | [MDL Number]
MFCD11520386 | [MOL File]
676326-53-7.mol | [Molecular Weight]
174.16 |
| Chemical Properties | Back Directory | [Boiling point ]
359.5±17.0 °C(Predicted) | [density ]
1.421±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.78±0.30(Predicted) | [Appearance]
Yellow to brown Solid |
| Hazard Information | Back Directory | [Uses]
Quinazoline-7-carboxylic Acid is a derivative of Quinazoline (Q670100) which is used to study the electrochemical behaviour of quinazoline using modern polarographic and voltammetric methods. Quinazoline is the basic structural unit of pharmaceuticals and plays an important role in modern synthesis of antitumor drugs. | [Synthesis]
Ethyl quinazoline-6-carboxylate (79 mg, 0.391 mmol) was dissolved in ethanol (4 mL), 1 N aqueous sodium hydroxide (4 mL) was added, and the reaction was stirred for 1 h at room temperature. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 4 with 1 N hydrochloric acid, followed by vacuum evaporation to remove the solvent. Ethanol was added to the residue and the organic layer was concentrated. The residue was dissolved in ethyl acetate-tetrahydrofuran mixed solvent and dried with anhydrous magnesium sulfate followed by vacuum evaporation to give quinazoline-6-carboxylic acid (15 mg, 0.086 mmol, 22% yield). The resulting product was directly used in the subsequent reaction without further purification.1H-NMR (DMSO-d6) δ (ppm): 8.09 (1H, d, J = 8.8 Hz), 8.44 (1H, dd, J = 2.0, 8.8 Hz), 8.83 (1H, d, J = 2.0 Hz), 9.39 (1H, s), 9.79 (1H, s). | [References]
[1] Patent: EP1782811, 2007, A1. Location in patent: Page/Page column 58-59
[2] Patent: EP1669348, 2006, A1. Location in patent: Page/Page column 66-67 |
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