4-Fluoro-3-(trifluoromethyl)aniline → HCID 58266265, compound

HRID 517210Notes

Reaction equation

HRID 517210 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[O-:13][C:14]#[N:15].[Na+]>C(O)(=O)C.O>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:14]([NH2:15])=[O:13])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Participants

5

Reactant 2

HCID 753774-Fluoro-3-(trifluoromethyl)anilineHCID 517096Sodium Cyanate

Product 1

HCID 58266265HCID 58266265, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

Water (2.5 mL) is added slowly to a mixture of 4-fluoro-3-(trifluoromethyl)aniline (500 mg, 2.79 mmol) in glacial acetic acid (1.5 mL). A solution of sodium cyanate (200 mg, 3.07 mmol) in water (2.5 mL) is added slowly, and the mixture is stirred at room temperature for 4 h. The mixture is extracted twice with dichloromethane, and the combined organic layers are concentrated under reduced pressure. Yield: 588 mg; ESI mass spectrum [M+H]+=223; Retention time HPLC: 0.87 min (Z018_S04).

Workup

  1. extractionThe mixture is extracted twice with dichloromethane
  2. concentrationthe combined organic layers are concentrated under reduced pressure
  3. custom0.87 min (Z018_S04)

Sources & evidence

ORD record
ord-2a0242e16a4b4830875243e2fb92acff
Source dataset
uspto-grants-2015_08
Patent number
US09115093B2

Reaction notes

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