2-CHLORO-4-HYDROXYQUINAZOLINE Chemical Properties

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

2-CHLORO-4-HYDROXYQUINAZOLINE Usage And Synthesis

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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