2-Fluorophenyl isothiocyanate → 2'-Fluoro-4-(2-pyrazinyl)-1-piperazinethiocarboxanilide

HRID 544490Notes

Reaction equation

HRID 544490 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.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]=[C:21]=[S:22]>CCOCC>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][C:21]([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:22]

Participants

4

Reactant 2

HCID 975202-Fluorophenyl isothiocyanateHCID 27346391-Piperazinylpyrazine

Product 1

HCID 133186942'-Fluoro-4-(2-pyrazinyl)-1-piperazinethiocarboxanilide

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 a solution of 4.59 g. of 2-fluorophenyl isothiocyanate in 50 ml. of anhydrous ether over a period of 10 minutes. The mixture is stirred for 30 minutes and the resulting solid is collectedand then recrystallized from 200 ml. of ethanol, giving 7.04 g. of the desired product, m.p. 151°-153° C.

Workup

  1. customthen recrystallized from 200 ml
  2. customof ethanol, giving 7.04 g

Sources & evidence

ORD record
ord-b8ccbe605ef04daf82a06593a3331c0c
Source dataset
uspto-grants-1984_05
Patent number
US04450272

Reaction notes

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