Hydrochloric Acid → 960203-28-5

HRID 869086Notes

Reaction equation

HRID 869086 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.[ClH:22]>C(O)C>[ClH:22].[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9966051Vortioxetine

Product 1

HCID 66860907960203-28-5

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-18 °C

Procedure

11.9 gram of 1-[2-(2,4-Dimethylphenylsulfanyl)-phenyl]piperazine oil was dissolved in 100 ml ethanol using heating. When a homogenous solution was obtained addition of 3.5 ml conc. HCl (aq) took place causing the immediately precipitation of a white solid. The suspension was stirred for 5 minutes at first and then on ice-bath another hour before filtration. The white solid was washed using 100 ml of fresh cool ethanol (placed in freezer at −18° C. for 2 hours), 50 ml acetone and finally 50 ml diethyl ether before dried in vacuum (50° C.) overnight. 1-[2-(2,4-Dimethylphenylsulfanyl)-phenyl]piperazine HCl was isolated in 5.1 gram (38%). NMR complies with structure. Elemental analysis: 61.23% C, 7.91% N, 7.16% H (Theory for 1:1 salt monohydrate: 61.26% C, 7.94% N, 7.14% H)

Workup

  1. temperatureheating
  2. customWhen a homogenous solution was obtained
  3. customthe immediately precipitation of a white solid
  4. filtrationbefore filtration
  5. washThe white solid was washed
  6. custombefore dried in vacuum (50° C.) overnight

Sources & evidence

ORD record
ord-59402552ed5e4063841cba499f18ddf2
Source dataset
uspto-grants-2015_03
Patent number
US08969355B2

Reaction notes

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