Chlorosuccinimide → HCID 21889788, compound

HRID 1852235Notes

Reaction equation

HRID 1852235 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[NH:8][CH:7]=[CH:6]2.C1C(=O)N([Cl:21])C(=O)C1>C(#N)C>[Cl:21][C:6]1[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:9](=[O:13])[NH:8][CH:7]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 218898546-methoxyisoquinolin-1(2H)-one

Product 1

HCID 21889788HCID 21889788, compoundYield 66.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 6-methoxyisoquinolin-1(2H)-one (2.5 g, 14.27 mmol) in acetonitrile (10 ml) was added NCS (2.54 g, 14.27 mmol) at 80° C. for overnight. The reaction mass was cooled to room temperature and the precipitated solid was filtered to get crude compound (2 g, 55.2%). The crude compound was taken to the next step without further purification. 1H NMR (400 MHz, DMSO-d6): δ ppm 11.41 (s, 1H), 8.17-8.15 (d, J=8 Hz, 1H), 7.53 (s, 1H), 7.19-7.11 (m, 2H), 3.93 (s, 3H); MS: MS m/z 210.02 (M++1).

Workup

  1. filtrationthe precipitated solid was filtered

Sources & evidence

ORD record
ord-9660e12a319c4b83839a84ffa0fdd85e
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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