4-HYDROXY-6-METHYLQUINAZOLINE Chemical Properties

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

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2933399990

4-HYDROXY-6-METHYLQUINAZOLINE Usage And Synthesis

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

4-HYDROXY-6-METHYLQUINAZOLINE(19181-53-4)Related Product Information

• Nolatrexed dihydrochloride
• 2,6-DIMETHYLQUINAZOLIN-4(3H)-ONE
• 4-HYDROXY-6-METHYLQUINAZOLINE
• 2-AMINO-6-METHYL-4(3H)-QUINAZOLONE
• Raltitrexed
• 8-METHYL-4-QUINAZOLONE
• 4-Hydroxy-2-methylquinazoline
• 8-Chloro-2-methylquinazolin-4(3H)-one
• NU1025
• 6-Quinazolinecarboxylic acid, 3,4-dihydro-3-(2-chlorophenyl)-5,7-dimet hyl-2-((((methylamino)carbonyl)oxy)methyl)-4-oxo-, ethyl ester
• (6-METHYL-4-OXO-3,4-DIHYDRO-QUINAZOLIN-2-YLSULFANYL)-ACETIC ACID
• Doqualast
• 3-(2,4-DICHLORO-5-METHOXYPHENYL)-6-METHYL-2-SULFANYL-4(3H)-QUINAZOLINONE
• (3-ETHYL-6-METHYL-4-OXO-3,4-DIHYDRO-QUINAZOLIN-2-YLSULFANYL)-ACETIC ACID
• 3-amino-2-(4-chlorophenyl)-6-methyl-4(3H)-quinazolinone
• (3-ALLYL-6-METHYL-4-OXO-3,4-DIHYDRO-QUINAZOLIN-2-YLSULFANYL)-ACETIC ACID
• 3-(4-FLUOROPHENYL)-2,6-DIMETHYL-4(3H)-QUINAZOLINONE
• (6-METHYL-4-OXO-3-PHENYL-3,4-DIHYDRO-QUINAZOLIN-2-YLSULFANYL)-ACETIC ACID