1,4-Dioxane → 7-Bromoquinolin-2(1H)-one

HRID 1644294Notes

Reaction equation

HRID 1644294 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](Cl)=[N:9]2)=[CH:4][CH:3]=1.[O:13]1CCOCC1>Cl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:13])[NH:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 142210347-Bromo-2-chloroquinoline

Product 1

HCID 142210257-Bromoquinolin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

7-Bromo-2-chloroquinoline was heated in 5M HCl (100 mL) and dioxane (10 mL) for 1 hour at reflux. The Reaction mixture was cooled, filtered and washed with water to give the title compound, 2.89 g, as a colorless solid, mp 295° C.

Workup

  1. temperatureThe Reaction mixture was cooled
  2. filtrationfiltered
  3. washwashed with water

Sources & evidence

ORD record
ord-980dd5ee7918474ca6094261972c40f9
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

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