Piperazine → 2-Methyl-1-(4-methylsulfanylphenyl)-2-piperazin-1-yl-propan-1-one

HRID 1188296

Reaction equation

HRID 1188296 reaction equation
CO[C:3]1([C:8]2[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][CH:9]=2)[C:5]([CH3:7])([CH3:6])[O:4]1.[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>ClCCl>[CH3:6][C:5]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)([CH3:7])[C:3]([C:8]1[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 201925252-Methoxy-3,3-dimethyl-2-(4-methylsulfanylphenyl)oxirane

Product 1

HCID 233257252-Methyl-1-(4-methylsulfanylphenyl)-2-piperazin-1-yl-propan-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
130 °C

Procedure

Further, in a 500 mL four-neck flask provided with a stirrer, a condenser, and a thermocouple, the compound (c) and 31 g of piperazine were added, followed by stirring at 130° C. for 6 hours. After cooling, 80 mL of dichloromethane was added, and an organic layer was washed three times with 70 mL of water. The organic layer was dried with anhydrous sodium sulfate and concentrated to produce 60.7 g of 2-methyl-1-(4-methylsulfanylphenyl)-2-piperazin-1-yl-propan-1-one (12).

Workup

  1. customFurther, in a 500 mL four-neck flask provided with a stirrer, a condenser
  2. temperatureAfter cooling
  3. washan organic layer was washed three times with 70 mL of water
  4. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-924c4bc3a53c456787de4b2d41573fe2
Source dataset
uspto-grants-2014_03
Patent number
US08674089B2

Linked notes

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