Butyl Isothiocyanate → N-Butyl-4-(pyrazin-2-YL)piperazine-1-carbothioamide

HRID 544491Notes

Reaction equation

HRID 544491 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:17]=[C:18]=[S:19])[CH2:14][CH2:15][CH3:16]>CCOCC>[CH2:13]([NH:17][C:18]([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:19])[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 11613Butyl IsothiocyanateHCID 27346391-Piperazinylpyrazine

Product 1

HCID 13318695N-Butyl-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 80 ml. of anhydrous ether is added a solution of 3.45 g. of n-butyl isothiocyanate in 50 ml. of anhydrous ether, dropwise during 5 minutes. The mixture is stirred for 30 minutes and the resulting solid is collected and dissolved in 50 ml. of ethanol. Cooling and the addition of 2 ml. of water gives 4.96 g. of the desired product as white crystals, m.p. 97.5°-98.5° C.

Workup

  1. customthe resulting solid is collected
  2. dissolutiondissolved in 50 ml
  3. temperatureCooling
  4. additionthe addition of 2 ml
  5. customof water gives 4.96 g

Sources & evidence

ORD record
ord-8c1a6b866ebb471293c1ccad9962df91
Source dataset
uspto-grants-1984_05
Patent number
US04450272

Reaction notes

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