| Identification | Back Directory | [Name]
6-Chloro-4-hydroxyquinazoline | [CAS]
16064-14-5 | [Synonyms]
6-CHLORO-4-QUINAZOLONE
6-CHLOROQUINAZOLIN-4-OL
6-CHLORO-4-QUINAZOLINONE
6-chloro-4(3h)-quinazolinon
6-CHLOROQUINAZOLIN-4(3H)-ONE
6-CHLORO-3H-QUINAZOLIN-4-ONE
6-chlro-4-hydroxyquinazoline
6-chloroquinazolin-4(1H)-one
6-CHLORO-4-HYDROXYQUINAZOLINE
4(3H)-Quinazolinone, 6-chloro-
6-Chloro-3-hydroquinazolin-4-one
6-Chloroquinazolin-4(3H)-one 98%
6-Chloro-3,4-dihydroquinazoline-4-one
6-Chloro-4-hydroxyquinazoline ISO 9001：2015 REACH
6-Chloroquinazolin-4-ol, 6-Chloro-4-hydroxyquinazoline | [Molecular Formula]
C8H5ClN2O | [MDL Number]
MFCD01686365 | [MOL File]
16064-14-5.mol | [Molecular Weight]
180.59 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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