6-Bromo-4-chloroquinazoline Chemical Properties

Melting point:

160-163 °C

Boiling point:

339.7±22.0 °C(Predicted)

Density 

1.763

storage temp. 

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

pka

0.07±0.30(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2933599590

6-Bromo-4-chloroquinazoline Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-chloro-6-bromoquinazoline from 6-bromo-3H-quinazolin-4-one (20 g, 89 mmol): 6-bromo-3H-quinazolin-4-one was suspended in 140 mL of phosphorus oxychloride (POCl3), and the reaction was stirred for 3 hr at 140 °C. After completion of the reaction, the reaction mixture was concentrated under vacuum and the residue was dissolved in 500 mL of dichloromethane (CH2Cl2). The reaction solution was neutralized with 200 g of solid sodium bicarbonate (NaHCO3), filtered, and the filtrate was evaporated under vacuum to afford 4-chloro-6-bromoquinazoline (21 g, 95% yield) as a beige solid. The product was characterized by 1H-NMR (400 MHz, CDCl3, 298 K): δ 7.98 (d, 1H), 8.09 (d, 1H), 8.5 (s, 1H), 9.1 (s, 1H). Mass spectrometry (MS) analysis showed [M + 1]+ m/z 243.0-244.9, retention time (Rt) = 1.24 min.

References

[1] Patent: WO2013/57711, 2013, A1. Location in patent: Page/Page column 57
[2] Patent: WO2013/88404, 2013, A1. Location in patent: Page/Page column 186
[3] Patent: US2015/342951, 2015, A1. Location in patent: Paragraph 0974-0975
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 8, p. 762 - 767
[5] Patent: TWI557109, 2016, B. Location in patent: Page/Page column 48; 49; 83

6-Bromo-4-chloroquinazoline(38267-96-8)Related Product Information

• 3-Bromoanisole
• Naphazoline hydrochloride
• 6-BROMO-4-CHLOROQUINOLINE
• Oxymetazoline
• 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
• Epichlorohydrin
• Cefazolin sodium salt
• Cefazolin
• 6-BROMO-2,4-DICHLOROQUINAZOLINE
• Chloroacetic acid
• 6-BROMO-4-CHLORO-2-METHYL-QUINAZOLINE
• 7-BROMO-4-CHLOROQUINAZOLINE
• 7-bromo-2-chloroquinazoline
• 8-bromo-4-chloroquinazoline
• methyl 6-bromo-4-chloroquinazoline-2-carboxylate
• 6-bromo-2-chloroquinazoline
• 8-BROMO-2-CHLOROQUINAZOLINE
• Difluorochloromethane