Phosphorus oxychloride → HCID 15512591, compound

HRID 1018719Notes

Reaction equation

HRID 1018719 reaction equation
O=[C:2]1[NH:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N:5][C:4]2[S:13][C:14]3[CH2:19][N:18]([CH3:20])[CH2:17][CH2:16][C:15]=3[C:3]1=2.P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:2]1[C:3]2[C:15]3[CH2:16][CH2:17][N:18]([CH3:20])[CH2:19][C:14]=3[S:13][C:4]=2[N:5]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 15512590HCID 15512590, compound

Product 1

HCID 15512591HCID 15512591, compound

Conditions

Temperature
90 °C

Procedure

10 g of ethyl 5,6,7,8-tetrahydro-4-oxo-7-methylpyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-2-carboxylate was added to 60 ml of phosphorus oxychloride, and stirred at 80 to 100° C. for 3 hours. After phosphorus oxychloride was distilled off under reduced pressure, 100 ml of cool water was added to the reaction residue. The reaction solution was made alkaline with an aqueous saturated solution of sodium hydrogen carbonate, and extracted with chloroform. The organic layer was washed with saturated salt water and dried over anhydrous magnesium sulfate. After magnesium sulfate was filtered off, the filtrate was concentrated under reduced pressure to give 9.5 g of ethyl 5,6,7,8-tetrahydro-4-chloro-7-methylpyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-2-carboxylate.

Workup

  1. distillationAfter phosphorus oxychloride was distilled off under reduced pressure, 100 ml of cool water
  2. additionwas added to the reaction residue
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with saturated salt water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationAfter magnesium sulfate was filtered off
  7. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a8961a59e9014b9c968dd9dda4dfd568
Source dataset
uspto-grants-2002_11
Patent number
US06482948B1

Reaction notes

Loading…