Identification | Back Directory | [Name]
4-HYDROXY-6-METHYLQUINAZOLINE | [CAS]
19181-53-4 | [Synonyms]
BUTTPARK 51\07-11 6-methylquinazolin-4-ol 6-methyl-4-quinazolinone 6-Methyl-4(3H)-quinazolinone 6-methyl-1H-quinazolin-4-one 6-methyl-3H-quinazolin-4-one 4-HYDROXY-6-METHYLQUINAZOLINE 4(3H)-Quinazolinone, 6-methyl- 6-Methylquinazolin-4(3H)-one98% 4-Hydroxy-6-methylquinazoline97% 6-Methylquinazolin-4(3H)-one 98% 4-Hydroxy-6-methylquinazoline 97% 3,4-Dihydro-6-methyl-4-oxoquinazoline 3,4-Dihydro-6-methyl-4-oxoquinazoline 98% 4-HYDROXY-6-METHYLQUINAZOLINE ISO 9001:2015 REACH 6-Methylquinazolin-4-ol, 6-Methylquinazolin-4(3H)-one | [Molecular Formula]
C9H8N2O | [MDL Number]
MFCD00174855 | [MOL File]
19181-53-4.mol | [Molecular Weight]
160.17 |
Chemical Properties | Back Directory | [Melting point ]
238-240 | [Boiling point ]
334.6±35.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.06±0.20(Predicted) | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Synthesis]
Concentrated hydrochloric acid (4.16 mL, 49.9 mmol) was slowly added to a mixed solution containing commercially available 2-amino-5-methylbenzamide (5.00 g, 33.3 mmol) and trimethyl orthoformate (51.0 mL, 466 mmol) at 0 °C. The reaction mixture was stirred continuously for 2 hours at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue obtained was diluted with distilled water and neutralized with 2 M aqueous sodium hydroxide solution to neutral. Subsequently, the precipitated solid product was collected by filtration and washed sequentially with distilled water, methanol, and ether to finally obtain 6-methyl-4-hydroxyquinazoline (15) as a white powdery solid (4.33 g, 81% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 2.44 (3H, s), 7.57 (1H, d, J = 8.4 Hz), 7.62-7.66 (1H, m), 7.91-7.93 (1H, m), 8.03 (1H, s), 12.2 (1H, bs). | [References]
[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 19, p. 5487 - 5505 [2] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 545 - 548 [3] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 3, p. 383 - 391 |
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