Ammonia → HCID 14490899, compound

HRID 2207324Notes

Reaction equation

HRID 2207324 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10](=O)[C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:4][CH:3]=1.[NH3:19]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:19][C:10](=[O:9])[C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 10494494HCID 10494494, compound

Product 1

HCID 14490899HCID 14490899, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of 3-(4-bromo-phenyl)-isochromen-1-one (1.05 g, 3.50 mmol) in DMF (7 ml) is added aqueous ammonia (25% by weight, 7 ml) and the mixture is stirred at 80° C. for 3 days. The reaction mixture is diluted with water. The resulting precipitate is filtered off, washed with water and dried under vacuum to afford 3-(4-bromo-phenyl)-2H-isoquinolin-1-one as brown powder; HPLC/MS 1.96 min (A), [M+H] 300/302;

Workup

  1. filtrationThe resulting precipitate is filtered off
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-3fce235cb493408d966c323059026327
Source dataset
uspto-grants-2016_06
Patent number
US09376433B2

Reaction notes

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