Phosphorus pentachloride → HCID 86680253, compound

HRID 921042Notes

Reaction equation

HRID 921042 reaction equation
[CH:1]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:2]=1[C:3]1[N:4]([C:12]3[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=3[N:14]=1)[C:5](=O)[NH:6]2.P(Cl)(Cl)(Cl)(Cl)[Cl:20]>P(Cl)(Cl)(Cl)=O>[Cl:20][C:5]1[N:4]2[C:12]3[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=3[N:14]=[C:3]2[C:2]2[C:7](=[CH:8][CH:9]=[CH:10][CH:1]=2)[N:6]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 13543196416367-99-0

Product 1

HCID 86680253HCID 86680253, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A mixture of 23.5 g (100 mmol) of benzimidazo[1,2-c]quinazolin-6(5H)-one [16367-99-0], 22.9 g (110 mmol) of phosphorus pentachloride and 250 ml of phosphoryl chloride is heated under reflux for 24 h. The excess phosphoryl chloride is removed in vacuo, 1000 ml of dichloromethane are added to the residue, the mixture is hydrolysed by addition of 1000 g of ice, rendered weakly alkaline by addition of 10% by weight sodium hydroxide solution, the organic phase is separated off, dried over sodium sulfate, and the dichloromethane is then removed in vacuo. Yield: 24.1 g (94 mmol), 94%. Purity: >95% according to 1H-NMR.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 24 h
  3. customThe excess phosphoryl chloride is removed in vacuo, 1000 ml of dichloromethane
  4. additionare added to the residue
  5. additionthe mixture is hydrolysed by addition of 1000 g of ice
  6. additionby addition of 10% by weight sodium hydroxide solution
  7. customthe organic phase is separated off
  8. dry with materialdried over sodium sulfate
  9. customthe dichloromethane is then removed in vacuo

Sources & evidence

ORD record
ord-5dc7695b89ca4aacac4cee5972edd70c
Source dataset
uspto-grants-2016_03
Patent number
US09273080B2

Reaction notes

Loading…