Water → 506427-87-8

HRID 1452474Notes

Reaction equation

HRID 1452474 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)[C:5]#[N:6].[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.O>CS(C)=O>[C:5]([C:4]1[CH:3]=[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=1)#[N:6]

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 5190373-Fluoro-5-(trifluoromethyl)benzonitrile

Product 1

HCID 68902313506427-87-8Yield 89.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2.42 g (13 mmol) 3-fluoro-5-trifluoromethyl-benzonitrile and 6.0 g (70 mmol) piperazine was dissolved in 50 ml dimethylsulfoxide and the solution was refluxed for one day. The mixture was poured into 200 ml of water and extracted with diethylether (3×100 ml). The organic layers were washed with saturated sodium chloride solution, then dried and evaporated to dryness in vacuo giving 2.96 g (yield 89.2%) of the title compound, melting at 85-7° C.

Workup

  1. temperaturethe solution was refluxed for one day
  2. extractionextracted with diethylether (3×100 ml)
  3. washThe organic layers were washed with saturated sodium chloride solution
  4. customdried
  5. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-58bca91a51554ecaa431852f9bb15434
Source dataset
uspto-grants-2009_01
Patent number
US07473692B2

Reaction notes

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