1-Phenylpiperazine → HCID 70504599, compound

HRID 2295487Notes

Reaction equation

HRID 2295487 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([N:15](CC)CC)C.[C:20]1([S:26](Cl)=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>ClCCl>[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:23]1[CH:24]=[CH:25][C:20]([S:26]([NH2:15])=[O:27])=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 4190003Benzenesulfinyl chloride

Product 1

HCID 70504599HCID 70504599, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a solution of 4.87 g of N-phenylpiperazine in 150 ml of dichloromethane containing 4.59 ml of triethylamine is added dropwise with stirring under nitrogen a solution of 4.82 g of benzenesulfinyl chloride in 50 ml of dichloromethane. The reaction mixture is stirred for 3 hours at room temperature, diluted with 100 ml of dichloromethane and washed with 150 ml of water and 100 ml of 5% potassium carbonate solution. The organic layer is dried over anhydrous sodium sulfate and evaporated in vacuo to a nearly colorless crystalline solid. Recrystallization from ethanol affords 6.37 g of 1-phenylpiperazine-4-benzenesulfinamide as a nearly colorless crystalline solid, mp, 101°-104° (softens 98°).

Workup

  1. washwashed with 150 ml of water and 100 ml of 5% potassium carbonate solution
  2. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  3. customevaporated in vacuo to a nearly colorless crystalline solid
  4. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-24acb2bef74e4a7da78631e1b19d002d
Source dataset
uspto-grants-1984_01
Patent number
US04425342

Reaction notes

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