Phosphorus oxychloride → HCID 18520070, compound

HRID 1385307Notes

Reaction equation

HRID 1385307 reaction equation
[C:1]1([O:11][C:12]2[CH:17]=[CH:16][N+:15]([O-])=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:16]1[CH:17]=[C:12]([O:11][C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[CH:13]=[CH:14][N:15]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychloride2×HCID 18520078HCID 18520078, compound

Product 1

HCID 18520070HCID 18520070, compound

Procedure

A suspension of Example 137 A (4.50 g; 19.0 mmol) in phosphoryl chloride (50 ml) is heated to reflux temperature in the course of 1.5 h and stirred at this temperature overnight. The phosphoryl chloride is stripped off in vacuo, the residue is treated with ice water and the mixture is extracted with dichloromethane. The organic phase is washed with sat. NaHCO3 solution, dried (Na2SO4) and concentrated in vacuo. The residue is chromatographed on silica gel using toluene:EA (5:1).

Workup

  1. temperatureto reflux temperature in the course of 1.5 h
  2. extractionthe mixture is extracted with dichloromethane
  3. washThe organic phase is washed with sat. NaHCO3 solution
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-63cfdf1d19f8478380a0482d1b79d4ce
Source dataset
uspto-grants-2001_07
Patent number
US06262112B1

Reaction notes

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