6-Chloro-4-hydroxyquinazoline Chemical Properties

Melting point:

263-265 °C

Boiling point:

128.9°C (rough estimate)

Density 

1.4300 (rough estimate)

refractive index 

1.5430 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

0.93±0.20(Predicted)

Appearance

Off-white to light brown Solid

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2933599590

6-Chloro-4-hydroxyquinazoline Usage And Synthesis

Synthesis

Yb(OTf)3 (0.20 mmol, 5.0 mol%) and homotrimethylbenzene (5.0 mL) were added to a 20 mL Pyrex flask equipped with a magnetic stirring bar and a reflux condenser under argon protection, using 2-amino-5-chlorobenzamide (1, 4.0 mmol) and formamide (2, 6.0 mmol). The reaction mixture was stirred at 120-165 °C (bath temperature) for 6 hours. After completion of the reaction, the mixture was cooled to room temperature and analyzed by GLC, GC-MS (EI) and LC-MS (ESI). After removal of homotrimethylbenzene by evaporation under vacuum, the product 6-chloroquinazolin-4-one (3) was separated by recrystallization from MeOH/hexanes and/or silica gel medium pressure column chromatography (eluent: EtOAc/hexanes = 50/50 to 100% EtOAc. for 3j, eluent: MeOH/CHCl3 = 50/50). The structures of the products were confirmed by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (100 MHz, DMSO-d6) spectra. The analytical and spectral data of compounds 3a-e, 3f, 3g, 3h and 3j were in agreement with literature reports. The characterization data of product 3i are given below.

References

[1] Heterocycles, 2015, vol. 90, # 2, p. 857 - 865

6-Chloro-4-hydroxyquinazoline(16064-14-5)Related Product Information

• Cefazolin sodium salt
• Naphazoline hydrochloride
• Cefazolin
• Hydroxychloroquine
• Difluorochloromethane
• Halofuginone Lactate
• Halofuginone
• 4-CHLORO-6-HYDROXYQUINAZOLINE
• 7-CHLORO-4-HYDROXYQUINAZOLINE
• 4-Hydroxyquinazoline
• 6-chloro-2-mercaptoquinazolin-4(3H)-one
• 6-chloro-2-methyl-4(1H)-quinazolinone
• 6-CHLORO-4-METHOXY-2-METHYLQUINAZOLINE
• 6,8-DICHLORO-3H-QUINAZOLIN-4-ONE
• 6-CHLORO-4-ETHOXY-2-METHYLQUINAZOLINE
• 4-CHLORO-7-HYDROXYQUINAZOLINE
• 6-Nitro-7-Chloro-4-HydroxyQuinazoline
• 2-CHLORO-4-HYDROXYQUINAZOLINE