6-chloroisoquinolin-1(2H)-one

A mixture of 6-chloro-3, 4-dihydro-2H-isoquinolin-l-one (181.5 mg, 1 mmol, intermediate A-2) and DDQ (227 mg, 1 mmol) in dioxane (3 mL) was refluxed overnight. After cooling to room temperature, the reaction mixture was treated with satd. aq. NaHC06-chloroisoquinolin-1 (2H)-one (12 mmol), bis(3-fluorophenyl)disulfide (10 mmol), hexafluoroantimonic acid were sequentially added to a pressure-resistant reaction tube at room temperature. Silver (10 mmol) and dichloroethane (6 mL). The reaction mixture was then reacted at 90 C for 10 hours. The reaction was stopped, concentrated under reduced pressure to give a crude material, which was washed with a mixture of petroleum ether and ethyl acetate. 4-(3-Fluorophenylthio)-6-chloroisoquinolin-1 (2H)-one. Yield 88%;6-chloroisoquinolin-1 (2Eta)-one (12 mmol), diphenyl disulfide (10 mmol), silver hexafluoroantimonate (12 mmol) and 6 parts were sequentially added to a pressure-resistant reaction tube at room temperature. Dichloroethane (6 mL). The reaction mixture was then reacted at 100 C for 8 hours. The reaction was stopped, concentrated under reduced pressure to give a crude material, which was washed with a mixture of petroleum ether and ethyl acetate. 4-phenylthio-6-chloroisoquinolin-1 (2H)-one. Yield 80%;6-chloroisoquinolin-1 (2Eta)-one (12mm0l), bis(4-methoxyphenyl)disulfide (10mmol), hexafluorofluoride was sequentially added to the pressure resistant reaction tube at room temperature. Place silver acid (10 mmol) and dichloroethene (6 mL). Then the reaction mixture is at 90 C Reaction for 10 hours. The reaction was quenched and concentrated under reduced pressure to give a crude material which was washed with a mixture of petroleum ether and ethyl acetate. Flash column chromatography gave the corresponding product 4-(4-methoxyphenylthio)-6-chloroisoquinolin-1 (2H)-one. Yield 87%;6-chloroisoquinolin-1 (2Eta)-one (12 mmol), bis(2-fluorophenyl)disulfide (10 mmol), hexafluoroantimonic acid were sequentially added to a pressure-resistant reaction tube at room temperature. Silver (10 mmol) and dichloroethane (6 mL). The reaction mixture was then reacted at 90 C for 10 hours. The reaction was stopped, concentrated under reduced pressure to give a crude material, which was washed with a mixture of petroleum ether and ethyl acetate. 4-(2-Fluorophenylthio)-6-chloroisoquinolin-1 (2H)-one. Yield 70%;6-chloroisoquinolin-1 (2H)-one (10 mmol), bis(4-methylphenyl) disulfide (10 mmol), hexafluoride was sequentially added to a pressure-resistant reaction tube at room temperature. Silver acetate (10 mmol) and dichloroethene (9 mL). The reaction mixture was then reacted at 90 C for 10 hours. The reaction was quenched and concentrated under reduced pressure to give a crude material which was washed with a mixture of petroleum ether and ethyl acetate. Fast column chromatography to obtain the corresponding product 4-(4-Methylphenylthio)-6-chloroisoquinolin-1 (2H)-one. Yield 90%;

Molecular Weight:179.60
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:179.0137915
Monoisotopic Mass:179.0137915
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes