Cyclohexyl isothiocyanate → N-Cyclohexyl-4-(pyrazin-2-yl)piperazine-1-carbothioamide

HRID 544486Notes

Reaction equation

HRID 544486 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.[CH:13]1([N:19]=[C:20]=[S:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>CCOCC>[CH:13]1([NH:19][C:20]([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:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 14289Cyclohexyl isothiocyanateHCID 27346391-Piperazinylpyrazine

Product 1

HCID 13318691N-Cyclohexyl-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 50 ml. of anhydrous ether is added dropwise a solution of 4.2 g. of cyclohexyl isothiocyanate in 50 ml. of anhydrous ether over 5 minutes. The mixture isstirred for 35 minutes and the resulting solid is collected and recrystallized from 50 ml. of ethanol, giving 7.58 g. of the desired product, m.p. 176°-178° C.

Workup

  1. customthe resulting solid is collected
  2. customrecrystallized from 50 ml
  3. customof ethanol, giving 7.58 g

Sources & evidence

ORD record
ord-349bee6f6cc6407aadb2ecdb1a9c479d
Source dataset
uspto-grants-1984_05
Patent number
US04450272

Reaction notes

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