indium(III)chloride → HCID 178435506, compound

HRID 1071466Notes

Reaction equation

HRID 1071466 reaction equation
[CH2:1]([C:3]1[C:23]2=[N:24][C:5](=[CH:6][C:7]3[NH:11][C:10]([CH:12]=[C:13]4[N:29]=[C:16]([CH:17]=[C:18]5[NH:25][C:21](=[CH:22]2)[C:20]([CH2:26][CH3:27])=[C:19]5[CH3:28])[C:15]([CH3:30])=[CH:14]4)=[CH:9][C:8]=3[CH3:31])[C:4]=1[CH3:32])[CH3:2].C12C=C3N=C(C=C3)C=C3NC(C=C3)=CC3=NC(C=C3)=CC(N1)=CC=2.[Cl-].[In+3:58].[Cl-].[Cl-].C([O-])(=[O:63])C.[Na+]>C(O)(=O)C>[CH2:26]([C:20]1[C:21]2=[N:25][C:18](=[CH:17][C:16]3[NH:29][C:13]([CH:12]=[C:10]4[N:11]=[C:7]([CH:6]=[C:5]5[NH:24][C:23](=[CH:22]2)[C:3]([CH2:1][CH3:2])=[C:4]5[CH3:32])[C:8]([CH3:31])=[CH:9]4)=[CH:14][C:15]=3[CH3:30])[C:19]=1[CH3:28])[CH3:27].[OH-:63].[In+3:58].[OH-:63].[OH-:63]

Participants

6

Reactant 4

HCID 159675indium(III)chlorideHCID 517045Sodium AcetateHCID 13770524121H,22H-PorphineHCID 178435505HCID 178435505, compound

Product 1

HCID 178435506HCID 178435506, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The porphyrin prepared in Example 11 (100 mg) is metallated by refluxing a solution of the porphyrin, indium chloride (100 mg) and sodium acetate (100 mg) in acetic acid for 2 hrs. The solvent is removed and the solid dissolved in dichloromethane (50 mL) and washed with a saturated sodium bicarbonate solution. The organic layer is dried over sodium sulfate, filtered, evaporated to 10 ml, and hexane (10 mL) is added. The dichloromethane is slowly removed by rotary evaporation and the precipitated porphyrin collected by filtration. Yield of title compound=(100 mg).

Workup

  1. customThe solvent is removed
  2. dissolutionthe solid dissolved in dichloromethane (50 mL)
  3. washwashed with a saturated sodium bicarbonate solution
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to 10 ml, and hexane (10 mL)
  7. additionis added
  8. customThe dichloromethane is slowly removed by rotary evaporation
  9. filtrationthe precipitated porphyrin collected by filtration

Sources & evidence

ORD record
ord-3f1b0bd6b26e469b9022211d2a7aae32
Source dataset
uspto-grants-2005_06
Patent number
US06906050B2

Reaction notes

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