| Identification | Back Directory | [Name]
5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE | [CAS]
4053-45-6 | [Synonyms]
SKL220
Nsc83066
Aids125750
Aids-125750
IFLAB-BB F2124-0006
TIMTEC-BB SBB000700
5-(Chloromethyl)-8-quinolinol
8-quinolinol, 5-(chloromethyl)-
5-(CHLOROMETHYL)QUINOLIN-8-OL HYDROCHLORIDE
5-(CHLOROMETHYL)-8-QUINOLINOL HYDROCHLORIDE
8-Quinolinol, 5-(chloromethyl)-, hydrochloride
5-(Chloromethyl)-8-hydroxyquinoline hydrochloride
5-(Chloromethyl)quinolin-8-ol hydrochloride (1:1) | [Molecular Formula]
C10H9Cl2NO | [MDL Number]
MFCD01790514 | [MOL File]
4053-45-6.mol | [Molecular Weight]
230.09 |
| Hazard Information | Back Directory | [Synthesis]
14.6 g (0.1 mol) of 8-hydroxyquinoline, 16 mL of 32% aqueous hydrochloric acid and 16 mL (0.1 mol) of 37% aqueous formaldehyde were mixed at 0°C and passed through hydrogen chloride gas to react for 6 hours. After completion of the reaction, the mixture was allowed to stand at room temperature for 2 hours without stirring. The yellow solid produced by the reaction was collected by filtration, washed with 90% ethanol and dried under vacuum to afford 5-(chloromethyl)-8-quinolinol hydrochloride (19.0 g, 98% yield). The structure of the product was confirmed by 1H NMR (250 MHz, CDCl3): δ 5.32 (s, 2H), 7.53 (m, 1H), 7.85 (m, 2H), 8.12 (m, 1H), 9.12 (m, 1H), 9.28 (m, 1H). | [References]
[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 24, p. 10455 - 10463
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 3, p. 773 - 783
[3] Patent: WO2012/20389, 2012, A1. Location in patent: Page/Page column 22
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 21, p. 8616 - 8637
[5] Journal of Molecular Liquids, 2016, vol. 219, p. 396 - 404 |
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