2,4-Dichloro-8-methoxyquinazoline Chemical Properties

Melting point:

157-159 °C

Boiling point:

315.9±24.0 °C(Predicted)

Density 

1.450

storage temp. 

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

pka

-0.84±0.30(Predicted)

Appearance

White to off-white Solid

2,4-Dichloro-8-methoxyquinazoline Usage And Synthesis

Chemical Properties

White flocculent solid

Uses

2,4-Dichloro-8-methoxyquinazoline has been used as a reactant for the preparation of p97 ATPase inhibitors.

Synthesis

General procedure for the synthesis of 2,4-dichloro-8-methoxyquinazoline from 8-methoxyquinazoline-2,4(1H,3H)-dione: 8-methoxyquinazoline-2,4-diol (5.5 g, 28.6 mmol) prepared in step 1 was mixed with phosphorochloridic acid chloride (25 ml) and the reaction was stirred under reflux conditions overnight. After completion of the reaction, the mixture was cooled to room temperature, slowly poured into ice water and the pH was adjusted to 7-8 with sodium hydroxide solution.Subsequently, the aqueous layer was extracted with dichloromethane, the organic layers were combined and dried with anhydrous magnesium sulfate. After the solvent was removed by concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=5/1) to afford the target product 2,4-dichloro-8-methoxyquinazoline (2.1 g) as a white solid. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.83 (d, 1H), 7.65 (t, 1H), 7.34 (d, 1H), 4.09 (s, 3H).

References

[1] Patent: WO2016/200840, 2016, A1. Location in patent: Page/Page column 433
[2] Patent: WO2014/101113, 2014, A1. Location in patent: Paragraph 0165
[3] Patent: WO2014/101120, 2014, A1. Location in patent: Paragraph 0124
[4] Patent: WO2014/105666, 2014, A1. Location in patent: Paragraph 0116
[5] Patent: WO2014/101373, 2014, A1. Location in patent: Page/Page column 43; 44

2,4-Dichloro-8-methoxyquinazoline(61948-60-5)Related Product Information

• Cefazolin sodium salt
• Cefazolin
• 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
• Sulfaquinoxaline
• Quinazoline
• 2,4-Dichloroquinazoline
• Methoxy
• 2,4-Dichloro-8-methoxyquinazoline