6-BROMO-2,4-DICHLOROQUINAZOLINE
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6-BROMO-2,4-DICHLOROQUINAZOLINE
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CAS No:
102393-82-8
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Formula:
C8H3BrCl2N2
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Chemical Name:
6-BROMO-2,4-DICHLOROQUINAZOLINE
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Synonyms:
6-BROMO-2,4-DICHLOROQUINAZOLINE;6-Bromo-2,4-dichloroquina...;2,4-Dichloro-6-broMoquinazoline;4-dichloroquinazoline;6-broMo-2,4-dichlroquinazoline
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CAS No:
Characteristics
25.8
4.2
Off-white Solid
1.851±0.06 g/cm3(Predicted)
330.2±24.0 °C(Predicted)
153.5±22.9 °C
1.696
Slightly soluble in water.
0mmHg at 25°C
6-BROMO-2,4-DICHLOROQUINAZOLINE Use and Manufacturing
A solution of 25 (12.0g, 49.8mmol), POCl3 (46.4 mL, 498 mmol) and N, N-diethylaniline (31.7 mL, 199 mmol) was heated under reflux for 5h. After cooling, the mixture was evaporated and the mixture was diluted with H2O and CHCl3. The organic layer was washed with H2O and sat. NaCl, then dried over MgSO4 and filtered. After removal of the solvent in vacuo, the residue was purified by silica gel column chromatography (CHCl3/hexane; 1:2 to 4:1) to give the title compound as white solid (10.4 g, 75percent). 1H NMR (CDCl3) δ = 7.88 (dd, 1H, J = 0.3, 9.0 Hz), 8.06 (dd, 1H, J = 2.1, 9.0 Hz), 8.43 (d, 1H, J = 0.3, 2.1 Hz). MS:275.0 (M+) General procedure C Step B6-bromo-2, 4-dichloroquinazoline[00124] A mixture of 6-bromo-2, 4(1 H, 3H)-quinazolinedione (42.5 g, 176 mmol) and phosphorus oxychloride (164 mL, 1763 mmol) was treated with DIEA (46.2 mL, 264 mmol) and the mixture refluxed for 6 hours, then poured onto ice. This was then filtered, dissolved in DCM (500 mL) and washed with water and then brine, dried over Na
