O-Phenylenediamine → Dipyridophenazine

HRID 726799

Reaction equation

HRID 726799 reaction equation
[N:1]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][N:12]=3)[C:7](=O)[C:6](=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:17]1([NH2:24])[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH2:23]>C(O)C>[CH:4]1[C:5]2[C:6]3[C:7]([C:8]4[CH:9]=[CH:10][CH:11]=[N:12][C:13]=4[C:14]=2[N:1]=[CH:2][CH:3]=1)=[N:24][C:17]1[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=1)[N:23]=3

Participants

4

Reactant 2

HCID 7243O-PhenylenediamineHCID 728101,10-Phenanthroline-5,6-dione

Product 1

HCID 3081616Dipyridophenazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

1.0 g of 1,10-phenanthroline-5,6-dione in the Fourteen Preferred Embodiment was dissolved into 200 g of ethanol to prepare a solution. 1.0 g of o-phenylene diamine was dissolved into 100 ml of ethanol to prepare a solution. The latter solution was added into the former solution, and the mixed solution was current-circulated for 5 minutes. Then, the mixed solution was vacuum-concentrated to precipitate a crystal. The precipitated crystal was recrystallized by water-ethanol to obtain dipyrido (3,2-a:2',3'-c) phenazine. The melting point of dipyrido (3,2-a:2',3'-c) phenazine as the condensed polycyclic compound was 257° C. according to the DSC measurement.

Workup

  1. customto prepare a solution
  2. customto prepare a solution
  3. additionThe latter solution was added into the former solution
  4. concentrationThen, the mixed solution was vacuum-concentrated
  5. customto precipitate a crystal
  6. customThe precipitated crystal was recrystallized by water-ethanol

Sources & evidence

ORD record
ord-6a775d9de08142849ff4d6c404dbd8a5
Source dataset
uspto-grants-1998_01
Patent number
US05710273

Linked notes

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