Phosphorus oxychloride → 4-Chloro-7-iodoquinazoline

HRID 2093282Notes

Reaction equation

HRID 2093282 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-18be507683004b6d84e49505c41c9c46
Source dataset
uspto-grants-2013_05
Patent number
US08444988B2

Reaction notes

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