Phenethyl Isothiocyanate → 1-Piperazinecarbothioamide, N-(2-phenylethyl)-4-pyrazinyl-

HRID 544483Notes

Reaction equation

HRID 544483 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[CH2:13]([N:21]=[C:22]=[S:23])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CCOCC>[CH2:13]([NH:21][C:22]([N:10]1[CH2:9][CH2:8][N:7]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)[CH2:12][CH2:11]1)=[S:23])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 16741Phenethyl IsothiocyanateHCID 27346391-Piperazinylpyrazine

Product 1

HCID 34820101-Piperazinecarbothioamide, N-(2-phenylethyl)-4-pyrazinyl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

To a solution of 4.92 g. of 1-(2-pyrazinyl)piperazine in 30 ml. of anhydrous ether is added dropwise a solution of 4.89 g. of phenethyl isothiocyanate in 30 ml. of anhydrous ether over 10 minutes. An additional30 ml. of anhydrous ether is required to maintain stirring over 30 minutes.The resulting solid is collected, dissolved in 100 ml. of benzene and 25 ml. of ethanol and cooled. The resulting solid is collected, giving 5.68 g. of the desired product as a white solid, m.p. 162°-163° C.

Workup

  1. temperatureto maintain
  2. customThe resulting solid is collected
  3. dissolutiondissolved in 100 ml
  4. temperatureof ethanol and cooled
  5. customThe resulting solid is collected
  6. customgiving 5.68 g

Sources & evidence

ORD record
ord-442cb34a276749408afea4694e9fb418
Source dataset
uspto-grants-1984_05
Patent number
US04450272

Reaction notes

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