Phosphorus oxychloride → HCID 22609834, compound

HRID 2306704Notes

Reaction equation

HRID 2306704 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[C:15]3[C:10]([C:11](=O)[NH:12][CH:13]=[N:14]3)=[CH:9][CH:8]=2)=[N:4][N:3]=1.P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:11]1[C:10]2[C:15](=[CH:16][C:7]([C:5]3[O:6][C:2]([CH3:1])=[N:3][N:4]=3)=[CH:8][CH:9]=2)[N:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135703880HCID 135703880, compound

Product 1

HCID 22609834HCID 22609834, compound

Procedure

7-(5-Methyl-[1,3,4]oxadiazol-2-yl)quinazolin-4-one (0.09 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, concentrated in vacuo to give the title compound which was used crude in the subsequent synthetic step.

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-6cfc0f4d52bd45188628859deb0d01ac
Source dataset
uspto-grants-2004_12
Patent number
US06828320B2

Reaction notes

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