4-Amino-8-bromo-2-chloroquinazoline Chemical Properties

Boiling point:

369.7±24.0 °C(Predicted)

Density 

1.841±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

3.10±0.30(Predicted)

Appearance

Off-white to yellow Solid

4-Amino-8-bromo-2-chloroquinazoline Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-amino-8-bromo-2-chloroquinazoline from 8-bromo-2,4-dichloroquinazoline: 8-bromo-2,4-dichloroquinazoline (1.2 g, 4.35 mmol) was dissolved in dichloromethane (5 mL), followed by the slow addition of ammonia to a methanol solution (50 mL, 7 mol/L). The reaction mixture was stirred continuously for 16 hours at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was poured into water (50 mL) to precipitate a solid product. The solid was collected by filtration and the filter cake was washed with distilled water (50 mL). Finally, the product was dried under vacuum to give a yellow solid 4-amino-8-bromo-2-chloroquinazoline (1.5 g, yield: 100%). The purity of the product met the requirements of the subsequent reaction without further purification.

References

[1] Patent: EP3287463, 2018, A1. Location in patent: Paragraph 0191; 0194
[2] Patent: WO2007/125405, 2007, A2. Location in patent: Page/Page column 25; 81
[3] Patent: WO2015/27222, 2015, A2. Location in patent: Paragraph 0215
[4] Patent: WO2016/133935, 2016, A1. Location in patent: Paragraph 0288
[5] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0482-0483