| Identification | Back Directory | [Name]
2-CHLORO-4-HYDROXYQUINAZOLINE | [CAS]
607-69-2 | [Synonyms]
2-chloroquinazolin-4-ol
2-Chloroquinazolin-4(3H)
2-Chloroquinazolin-4-one
2-Chloro-4(1H)-quinazolinone
2-chloroquinazolin-4(1H)-one
2-CHLORO-4-HYDROXYQUINAZOLINE
4(3H)-Quinazolinone, 2-chloro-
2-chloro-3,4-dihydroquinazolin-4-one | [Molecular Formula]
C8H5ClN2O | [MDL Number]
MFCD04086742 | [MOL File]
607-69-2.mol | [Molecular Weight]
180.59 |
| Chemical Properties | Back Directory | [Melting point ]
218-220℃ | [Boiling point ]
325.9±25.0 °C(Predicted) | [density ]
1.50 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
-2.12±0.20(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Uses]
2-Chloroquinazolin-4(3H)-one is used in the preparation of some quinazoline derivatives with multiple biological properties. | [Synthesis]
General procedure for the synthesis of 2-chloroquinazolin-4-one from 2,4-dichloroquinazoline: 2,4-dichloroquinazoline (0.72 g, 3.62 mmol) was dissolved in tetrahydrofuran (6 mL), followed by the addition of aqueous sodium hydroxide solution (8 mL, 1 mol/L). The reaction mixture was stirred and reacted at room temperature overnight. Upon completion of the reaction, the pH of the reaction solution was adjusted to 5-6 with acetic acid to terminate the reaction. The reaction mixture was filtered and the filtrate was concentrated to dryness under reduced pressure to give 2-chloroquinazolin-4-one (0.60 g, 91.9% yield) as a yellow solid. | [References]
[1] Organic Process Research and Development, 2004, vol. 8, # 3, p. 330 - 340
[2] Journal of Medicinal Chemistry, 1986, vol. 29, # 5, p. 627 - 629
[3] European Journal of Organic Chemistry, 2012, # 11, p. 2118 - 2122
[4] Patent: CN105732591, 2016, A. Location in patent: Paragraph 0311; 0312; 0313; 0314
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 10, p. 2297 - 2300 |
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