4-Aminostyrene → 1-(4-Vinylphenyl)-3-[3,5-bis(trifluoromethyl)phenyl]thiourea

HRID 522337

Reaction equation

HRID 522337 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[F:10][C:11]([F:26])([F:25])[C:12]1[CH:13]=[C:14]([N:22]=[C:23]=[S:24])[CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:17]=1>C1COCC1>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([NH:1][C:23]([NH:22][C:14]2[CH:15]=[C:16]([C:18]([F:19])([F:20])[F:21])[CH:17]=[C:12]([C:11]([F:10])([F:25])[F:26])[CH:13]=2)=[S:24])=[CH:3][CH:4]=1)=[CH2:7]

Participants

4

Reactant 2

HCID 737004-AminostyreneHCID 27333953,5-Bis(trifluoromethyl)phenyl isothiocyanate

Product 1

HCID 581124441-(4-Vinylphenyl)-3-[3,5-bis(trifluoromethyl)phenyl]thioureaYield 60%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4-aminostyrene (3.5 mmol) in dry THF (20 mL) under nitrogen was added 3,5-bis-(trifluoromethyl)phenyl isothiocyanate (3.5 mmol). The solution was refluxed overnight and then the solvent was evaporated under reduced pressure. The resulting solid residue was purified by column chromatography to yield the desired product in 60% yield.

Workup

  1. temperatureThe solution was refluxed overnight
  2. customthe solvent was evaporated under reduced pressure
  3. customThe resulting solid residue was purified by column chromatography

Sources & evidence

ORD record
ord-3fe51d0a917048c28d43fc50b0e7264a
Source dataset
uspto-grants-2016_05
Patent number
US09329186B2

Linked notes

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