Thionyl Chloride → HCID 15631610, compound

HRID 2352332Notes

Reaction equation

HRID 2352332 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15]O)[CH2:10][CH2:9]1)=[O:7].S(Cl)([Cl:19])=O>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][Cl:19])[CH2:10][CH2:9]1)=[O:7]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 15631609HCID 15631609, compound

Product 1

HCID 15631610HCID 15631610, compound

Procedure

Dissolved in 20 ml of thionyl chloride was 1.76 g of 1-(2-furanylcarbonyl)-4-(2-hydroxyethyl)piperazine. The resulting mixture was stirred at room temperature for 7.5 hours. The thionyl chloride was distilled off under reduced pressure and the residue was poured into cold water. After alkalinization of the resulting aqueous solution with sodium carbonate, the solution was extracted with benzene and the benzene layer was washed with water. The benzene layer was dried over anhydrous magnesium sulfate and thereafter concentrated under reduced pressure to give 1.2 g of an oily substance. The reaction product was provided for the next step in its unpurified form.

Workup

  1. distillationThe thionyl chloride was distilled off under reduced pressure
  2. additionthe residue was poured into cold water
  3. extractionAfter alkalinization of the resulting aqueous solution with sodium carbonate, the solution was extracted with benzene
  4. washthe benzene layer was washed with water
  5. dry with materialThe benzene layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customto give 1.2 g of an oily substance
  8. customThe reaction product was provided for the next step in its unpurified form

Sources & evidence

ORD record
ord-d511aea011ef45e290ab3558bab1095f
Source dataset
uspto-grants-1989_10
Patent number
US04876345

Reaction notes

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