Phosphorus oxychloride → HCID 18520070, compound

HRID 1368186Notes

Reaction equation

HRID 1368186 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-dab83463251a4a6cb8161c95d623a338
Source dataset
uspto-grants-2003_06
Patent number
US06573278B2

Reaction notes

Loading…