Benzonitrile, 4-isothiocyanato- → N-(4-Cyanophenyl)-4-(pyrazin-2-yl)piperazine-1-carbothioamide

HRID 544482Notes

Reaction equation

HRID 544482 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.[C:13]([C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[S:23])=[CH:17][CH:16]=1)#[N:14]>CCOCC>[C:13]([C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([N:10]2[CH2:9][CH2:8][N:7]([C:2]3[CH:3]=[N:4][CH:5]=[CH:6][N:1]=3)[CH2:12][CH2:11]2)=[S:23])=[CH:17][CH:16]=1)#[N:14]

Participants

4

Reactant 2

HCID 17626Benzonitrile, 4-isothiocyanato-HCID 27346391-Piperazinylpyrazine

Product 1

HCID 13318688N-(4-Cyanophenyl)-4-(pyrazin-2-yl)piperazine-1-carbothioamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 4.92 g. of 1-(2-pyrazinyl)piperazine in 45 ml. of anhydrous ether is added a slurry of 4.8 g. of p-cyanophenyl isothiocyanate in 45 ml. of anhydrous ether, dropwise over 10 minutes. Themixture is stirred for 30 minutes and the resulting solid collected. This solid is dissolved in a mixture of 200 ml. of benzene and 200 ml. of ethanol and then cooled. The resulting solid is collected giving 6.95 g. of the desired product, m.p. 208°-210° C.

Workup

  1. customthe resulting solid collected
  2. dissolutionThis solid is dissolved in a mixture of 200 ml
  3. temperatureof ethanol and then cooled
  4. customThe resulting solid is collected
  5. customgiving 6.95 g

Sources & evidence

ORD record
ord-fb36ebeb169847668b86bc8572077d10
Source dataset
uspto-grants-1984_05
Patent number
US04450272

Reaction notes

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