Phosphorus oxychloride → 4-Chloro-7-iodoquinazoline

HRID 2086973Notes

Reaction equation

HRID 2086973 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-b24646dbe04444c39e27bcf6466dd621
Source dataset
uspto-grants-2004_04
Patent number
US06727256B1

Reaction notes

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