Picolinic acid → HCID 86584705, compound

HRID 2035320Notes

Reaction equation

HRID 2035320 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([OH:9])=[O:8].[Ir:10](Cl)(Cl)Cl.[C:14]1([C:20]2[O:21][C:22]3[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=3[N:24]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>ClCCl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([O-:9])=[O:8].[Ir+3:10].[C:14]1([C:20]2[O:21][C:22]3[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=3[N:24]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1.[C:14]1([C:20]2[O:21][C:22]3[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=3[N:24]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1.[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([O-:9])=[O:8].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 1018Picolinic acidHCID 86584706HCID 86584706, compound

Product 1

HCID 86584705HCID 86584705, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.52 mmol (0.064 g) of picolinic acid was added to a room-temperature solution of 0.14 mmol 2-phenylbenzoxazole Iridium chloride dimer (0.18 g) in 20 mL of dichloromethane. The mixture was heated to reflux under nitrogen in an oil bath overnight (17.5 hrs.). Reaction mixture was cooled to room temperature, and the yellow precipitate was filtered off via vacuum. The precipitate was dissolved in dichloromethane and transferred to a vial, and the solvent was removed. Emission spectrum is in FIG. 46.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux under nitrogen in an oil bath overnight (17.5 hrs.)
  3. customReaction mixture
  4. filtrationthe yellow precipitate was filtered off via vacuum
  5. dissolutionThe precipitate was dissolved in dichloromethane
  6. customwas removed

Sources & evidence

ORD record
ord-677a8fbbf6994d90b5c394a5b47fe31f
Source dataset
uspto-grants-2013_11
Patent number
US08574726B2

Reaction notes

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