Identification | Back Directory | [Name]
1-CHLORO-7-METHYLISOQUINOLINE | [CAS]
24188-80-5 | [Synonyms]
1-Chlor-7-methyl-isochinolin 1-CHLORO-7-METHYLISOQUINOLINE Isoquinoline, 1-chloro-7-methyl- | [Molecular Formula]
C10H8ClN | [MDL Number]
MFCD09907915 | [MOL File]
24188-80-5.mol | [Molecular Weight]
177.63 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 1-chloro-7-methylisoquinoline from 1-hydroxy-7-methylisoquinoline: phosphorus oxychloride (POCl3, 10 mL) was mixed with 7-methylisoquinolin-1-ol (3.55 g, 22.3 mmol) under the protection of nitrogen and the reaction was carried out by heating and refluxing for 5 hours. Upon completion of the reaction, excess POCl3 was removed by distillation.The residue was quenched with ice water and subsequently extracted with dichloromethane (3×). The organic phases were combined and purified by fast silica gel column chromatography using a hexane solution of 10-25% ethyl acetate as eluent to afford the target product 1-chloro-7-methylisoquinoline (3.40 g, 85% yield). The product was characterized by 1H-NMR (300 MHz, CDCl3): δ 8.21 (d, 1H), 8.11 (s, 1H), 7.75 (d, 1H), 7.60 (d, 1H), 7.55 (d, 1H), 2.60 (s, 3H). | [References]
[1] Patent: US2007/225282, 2007, A1. Location in patent: Page/Page column 29 |
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