Phosphorus oxychloride → HCID 19104993, compound

HRID 1197780Notes

Reaction equation

HRID 1197780 reaction equation
[CH:1]1([CH2:7][N:8]2[C:13](=[O:14])[CH:12]=[C:11](O)[CH:10]=[N:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:11]1[CH:10]=[N:9][N:8]([CH2:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:13](=[O:14])[CH:12]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 54715712HCID 54715712, compound

Product 1

HCID 19104993HCID 19104993, compound

Conditions

Temperature
85 °C

Procedure

To 10.5 g of 2- (cyclohexylmethyl)-5-hydroxy-3(2H)-pyridazinone was added 25 ml of phosphorus oxychloride and this mixture was heated for 4 hours at 85° C. After reaction, the excess phosphorus oxychloride was distilled off under reduced pressure. The residual solution was poured into water and to this solution was added aqueous sodium hydroxide solution to be alkalified and the separated solid was extracted with benzene. The benzene layer was washed with water, dried over anhydrous sodium sulfate and filtered off with silica gel. Benzene was distilled off under reduced pressure to obtain 6.4 g of the intended compound.

Workup

  1. customAfter reaction
  2. distillationthe excess phosphorus oxychloride was distilled off under reduced pressure
  3. additionThe residual solution was poured into water and to this solution
  4. additionwas added aqueous sodium hydroxide solution
  5. extractionthe separated solid was extracted with benzene
  6. washThe benzene layer was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered off with silica gel
  9. distillationBenzene was distilled off under reduced pressure

Sources & evidence

ORD record
ord-896da63fb7684a4ab057fcce1d730443
Source dataset
uspto-grants-1994_01
Patent number
US05278163

Reaction notes

Loading…