ChemicalBook CAS DataBase List 6-Bromoquinazolin-4-ol

6-Bromoquinazolin-4-ol synthesis

10synthesis methods

Product Name:6-Bromoquinazolin-4-ol
CAS Number:32084-59-6
Molecular formula:C8H5BrN2O
Molecular Weight:225.04

21740-00-1

6313-33-3

32084-59-6

In a 10 mL microwave reaction tube, 5-bromo-2-iodobenzoic acid (1.0 mmol), formamidine hydrochloride (1.2 mmol), CuCl2 (0.1 mmol), ligand L2 (0.1 mmol), and NaOH (4.0 equiv) were sequentially added, followed by 3.0 mL of deionized water. The reaction tube was sealed with a septum and placed in a microwave reactor. Using a CEM Discover microwave synthesizer, radiation was applied at 120 W for 20 min at room temperature, and continuous stirring was maintained during the reaction. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography to afford the target compound 6-bromoquinoxalin-4-ol. The structures of all the products were confirmed by nuclear magnetic resonance (NMR) and mass spectrometry (MS) analysis.

5794-88-7 Synthesis

5794-88-7
478 suppliers
$6.00/10g

32084-59-6
190 suppliers
$19.00/1g

Yield:32084-59-6 90%

Reaction Conditions:

in formamide

Steps:

2 1-{[di-(2,4-Diaminopteridin-6-yl-methyl)]-amino-methyl}-naphthalene
Method 2 6-bromo-3H-quinazolin-4-one 2-Amino-5-Bromo-benzoic acid (10.817 g, 50 mmol) was suspended in 70 ml formamide. The mixture was heated at 180° C. for 7 hrs. The cooled solution was diluted with 100 ml cold water and filtered. The tan solid was washed with di water and used for the next step reaction without further purification. 10.2 g product was obtained. Yield: 90%. ¹H NMR (500 MHz, DMSO-d₆): δ 7.61430-7.63179 (d, J=8.745 Hz, 1H), 7.94922-7.97149 (dd, J₁=8.75 Hz, J₂=2.385 Hz, 1H), 8.142421 (s, 1H), 8.19136-8.19609 (d, J=2.365 Hz, 1H); ESI-MS: m/z 225, 227 (M⁺+1)

References:

TargeGen, Inc. US2005/282814, 2005, A1

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21740-00-1 Synthesis

21740-00-1
341 suppliers
$8.00/5g

6313-33-3 Synthesis

6313-33-3
202 suppliers
$9.00/1g

32084-59-6
190 suppliers
$19.00/1g

References

3473-63-0 Synthesis