Thionyl Chloride → HCID 14126749, compound

HRID 476900Notes

Reaction equation

HRID 476900 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20]O)[CH2:15][CH2:14]1>C(Cl)(Cl)Cl>[ClH:3].[Cl:3][CH2:20][CH2:19][N:16]1[CH2:17][CH2:18][N:13]([C:7]2[CH:8]=[CH:9][C:10]([F:12])=[CH:11][C:6]=2[F:5])[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 14126747HCID 14126747, compound

Product 1

HCID 14126749HCID 14126749, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

40 ml of thionyl chloride are added dropwise to a solution of 60 g of 2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethanol, prepared in Example 2, in 300 ml of chloroform. When the addition is complete, the reaction mixture is heated under reflux for 5 hours. After return to room temperature, the crystals formed are filtered off, carefully washed with acetone and then dried to give 70 g of 1-chloro-2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethane hydrochloride in the form of crystals melting at 218° C.

Workup

  1. additionWhen the addition
  2. temperaturethe reaction mixture is heated
  3. temperatureunder reflux for 5 hours
  4. customAfter return to room temperature, the crystals formed
  5. filtrationare filtered off
  6. washcarefully washed with acetone
  7. customdried

Sources & evidence

ORD record
ord-903a0d69204941718dd759b1c617b0d2
Source dataset
uspto-grants-1989_12
Patent number
US04886805

Reaction notes

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