Chlorosuccinimide → HCID 59756645, compound

HRID 2405751Notes

Reaction equation

HRID 2405751 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH:6]=[CH:5]2.[Cl:13]N1C(=O)CCC1=O>CN(C=O)C>[NH2:1][C:2]1[C:3]([Cl:13])=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 513420016-Aminoisoquinolin-1(2H)-one

Product 1

HCID 59756645HCID 59756645, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.500 g (3.12 mmol) of 6-amino-2H-isoquinolin-1-one in DMF (30 mL) was added 0.45 g (3.4 mol) of N-chlorosuccinimide. The mixture was stirred at room temperature for 15 h then poured over ice and stirred until all the ice was melted during which time a solid precipitated from solution. The tan solid was collected by filtration, washed with water and dried on the filter pad to provide 0.50 g (82% yield) of the title compound. MS calc. for C9H8ClN2O [M+H]+: 195.63. Found: 195.23.

Workup

  1. additionthen poured over ice
  2. customprecipitated from solution
  3. filtrationThe tan solid was collected by filtration
  4. washwashed with water
  5. customdried on the filter pad

Sources & evidence

ORD record
ord-58f28356a7134552ad67b463146e57a6
Source dataset
uspto-grants-2014_08
Patent number
US08809326B2

Reaction notes

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