1,10-Phenanthroline → HCID 16756855, compound

HRID 415969Notes

Reaction equation

HRID 415969 reaction equation
[NH2:1][C:2]1[C:9](I)=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.[C:15]([O-])([O-])=[O:16].[Cs+].[Cs+].N1C2C(=CC=C3C=2N=CC=C3)C=CC=1>CO.[Cu]I>[NH2:1][C:2]1[C:9]([O:16][CH3:15])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1

Participants

6

Reactant 3

HCID 13181,10-PhenanthrolineHCID 10796Cesium carbonateHCID 250673774-Amino-5-iodo-2-(trifluoromethyl)benzonitrile

Product 1

HCID 16756855HCID 16756855, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 887MethanolSolvent

Procedure

4-Amino-5-iodo-2-trifluoromethyl-benzonitrile (312 mg, 1.0 mmol), CuI (I) (20 mg, 0.1 mmol), Cs2CO3 (652 mg, 2.0 mmol) and 1,10-phenanthroline (36 mg, 0.2 mmol) were mixed in methanol (20 ml). The reaction mixture was refluxed overnight and then the solvent was removed under vacuum. Upon separation on silica gel (100% CH2Cl2), the tile compound was obtained as a colorless liquid.

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. customthe solvent was removed under vacuum
  3. customUpon separation on silica gel (100% CH2Cl2)
  4. customthe tile compound was obtained as a colorless liquid

Sources & evidence

ORD record
ord-ad98132a116f41bbae38c06284e1d17d
Source dataset
uspto-grants-2012_01
Patent number
US08088811B2

Reaction notes

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