3-Bromo-1,1,1-trifluoro-2-propanone → 4-Methyl-1-(4-trifluoromethyl-2-thiazolyl)-piperazine

HRID 648944Notes

Reaction equation

HRID 648944 reaction equation
Br[CH2:2][C:3](=O)[C:4]([F:7])([F:6])[F:5].[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]([NH2:18])=[S:17])[CH2:12][CH2:11]1>C(O)C>[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[S:17][CH:2]=[C:3]([C:4]([F:7])([F:6])[F:5])[N:18]=2)[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 790083-Bromo-1,1,1-trifluoro-2-propanoneHCID 21130864-Methylpiperazine-1-carbothioamide

Product 1

HCID 137478094-Methyl-1-(4-trifluoromethyl-2-thiazolyl)-piperazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 33.9 g 1-bromo-3,3,3-trifluoro-2-propanone in 300 ml of absolute ethanol are added 28.6 g 4-methyl-1-piperazinylthiocarboxamide. The mixture is refluxed for 4 hours, evaporated to dryness and the residue partitioned between ethyl ether and aqueous NaOH. The ether phase is washed, dried and evaporated, whereby the title compound is obtained, m.p. 62° (ethyl acetate/hexane).

Workup

  1. temperatureThe mixture is refluxed for 4 hours
  2. customevaporated to dryness
  3. customthe residue partitioned between ethyl ether and aqueous NaOH
  4. washThe ether phase is washed
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-3b1cb5f82a0543b9a323cd498d2d07a8
Source dataset
uspto-grants-1988_04
Patent number
US04737500

Reaction notes

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