Phosphorus oxychloride → 4-Chloro-7-iodoquinazoline

HRID 51132Notes

Reaction equation

HRID 51132 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 it 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. customit partitioned between saturated aqueous sodium carbonate and ethyl acetate
  5. customThe organic phase was dried
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b7361d3be88743dcae43ee823e0b1296
Source dataset
uspto-grants-2004_03
Patent number
US06713485B2

Reaction notes

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