4-Amino-8-bromo-2-chloroquinazoline

4-Amino-8-bromo-2-chloroquinazoline Property

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

4-Amino-8-bromo-2-chloroquinazoline Chemical Properties,Usage,Production

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