Iodine → HCID 59256517, compound

HRID 640789Notes

Reaction equation

HRID 640789 reaction equation
[Cl:1][C:2]1[C:11]([OH:12])=[C:10]2[C:5]([CH:6]=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.C([O-])(=O)C.[K+].[I:18]I>CO.O>[Cl:1][C:2]1[C:11]([OH:12])=[C:10]2[C:5]([CH:6]=[N:7][CH:8]=[N:9]2)=[C:4]([I:18])[CH:3]=1

Participants

6

Reactant 3

HCID 807IodineHCID 517044Potassium AcetateHCID 59256554HCID 59256554, compound

Product 1

HCID 59256517HCID 59256517, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent3×

Procedure

To a solution of 7-chloro-8-hydroxy-quinazoline (A69) (0.1 mol) and potassium acetate (0.15 mol) in MeOH and H2O (19:1, 250 mL) was added, over 30 min, a solution of iodine (0.095 mol) in MeOH and H2O (19:1, 350 mL). The mixture was then heated under reflux for 15 min, cooled and H2O (400 mL) was added. The precipitate was isolated by filtration, washed with saturated sodium thiosulfate and H2O, and dried. This provided 7-chloro-8-hydroxy-5-iodo-quinazoline (A70) as a solid.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 15 min
  3. temperaturecooled
  4. customThe precipitate was isolated by filtration
  5. washwashed with saturated sodium thiosulfate and H2O
  6. customdried

Sources & evidence

ORD record
ord-2e544adad0164fb29db51e6853339a81
Source dataset
uspto-grants-2010_04
Patent number
US07692011B2

Reaction notes

Loading…