Phosphorus oxychloride → 184913-07-3

HRID 376310Notes

Reaction equation

HRID 376310 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=O)[C:5]2[CH:9]=[CH:10][S:11][C:4]=2[CH:3]=1.P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:6]1[C:5]2[CH:9]=[CH:10][S:11][C:4]=2[CH:3]=[C:2]([CH3:1])[N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 18691205HCID 18691205, compound

Product 1

HCID 18691213184913-07-3

Procedure

A solution of 6.2 g of 6-methylthieno[3,2-c]pyridin-4(5H)-one in 30 ml of phosphoryl chloride was heated under reflux for 1 hour. After being cooled, the excess phosphoryl chloride was removed under reduced pressure, and the residue was poured into ice water, made basic with aqueous 2N sodium hydroxide and extracted with chloroform. The extract was washed successively with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure to give 7.0 g of 4-chloro-6-methylthieno[3,2-c]pyridine as a brown oily material.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter being cooled
  3. customthe excess phosphoryl chloride was removed under reduced pressure
  4. additionthe residue was poured into ice water
  5. extractionextracted with chloroform
  6. washThe extract was washed successively with water and saturated saline
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customThe drying agent was removed by filtration
  9. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-866ebecf69084fe49ad3c55eb0b0c19f
Source dataset
uspto-grants-2000_02
Patent number
US06020342

Reaction notes

Loading…