4-Chloro-7-methoxyquinoline synthesis
- Product Name:4-Chloro-7-methoxyquinoline
- CAS Number:68500-37-8
- Molecular formula:C10H8ClNO
- Molecular Weight:193.63
82121-05-9
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68500-37-8
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Yield:68500-37-8 88%
Reaction Conditions:
with trichlorophosphate for 3 h;Heating;
Steps:
5.4 4-Chloro-7-methoxyquinoline (7)
A mixture of 7-methoxyquinolin-4(1H)-one 6 (10mmol) and phosphorous oxychloride (30mL) was heated for 3h. Most of phosphorous oxychloride was removed by evaporation under reduced pressure, and the residue was poured into ice water. Then, the mixture was made alkaline with ammonium hydroxide; the precipitate formed was collected by filtration, washed well with water and dried in a vacuum; and compound 7 was obtained as white solid (1.7g, 88%). ESI-MS m/z 194 [M+H]+. 1H NMR (300MHz, CDCl3): δ 8.67 (1H, d, J= 4.8Hz, ArH), 8.09 (1H, d, J= 9.0Hz, ArH), 7.42 (1H, d, J= 2.4Hz, ArH), 7.33 (1H, d, J= 4.8Hz, ArH), 7.28 (1H, dd, J=9.0Hz, J=2.4Hz, ArH), 3.97 (3H, s, CH3). 13C NMR (75MHz, CDCl3) δ 161.3, 151.0, 150.2, 142.4, 125.3, 121.7, 120.8, 119.3, 107.7, 55.9.
References:
Li, Shangze;Hu, Lihua;Li, Jianru;Zhu, Jiongchang;Zeng, Feng;Huang, Qiuhua;Qiu, Liqin;Du, Runlei;Cao, Rihui [European Journal of Medicinal Chemistry,2019,vol. 162,p. 666 - 678]
82121-05-9
179 suppliers
$58.00/5g
68500-37-8
201 suppliers
$18.00/250mg
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68500-37-8
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536-90-3
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68500-37-8
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28027-17-0
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$9.00/250mg
68500-37-8
201 suppliers
$18.00/250mg