Phosphorus oxychloride → 4-Chloro-7-iodoquinazoline

HRID 6820Notes

Reaction equation

HRID 6820 reaction equation
[I:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[NH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:15])=O>>[Cl:15][C:6]1[C:5]2[C:10](=[CH:11][C:2]([I:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1356162037-Iodoquinazolin-4(3h)-one

Product 1

HCID 218748024-Chloro-7-iodoquinazoline

Procedure

7-Iodoquinazolin-4-one (0.46 g) was treated with phosphorous oxychloride (5 ml) at reflux under nitrogen for 2 hours. The mixture was cooled, evaporated and partitioned between saturated aqueous sodium carbonate and ethyl acetate. The organic phase was dried and concentrated in vacuo to give the title compound (0.43 g); m/z (M+1+) 291.

Workup

  1. temperatureat reflux under nitrogen for 2 hours
  2. temperatureThe mixture was cooled
  3. customevaporated
  4. custompartitioned between saturated aqueous sodium carbonate and ethyl acetate
  5. customThe organic phase was dried
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1ca761a1bcfc4116b249e92d5f7ee400
Source dataset
uspto-grants-2006_08
Patent number
US07084147B2

Reaction notes

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