Pyrrole-2-carboxaldehyde → [(((Pyrrole-2-yl)methylidene)amino)ethyl]amine

HRID 1793762Notes

Reaction equation

HRID 1793762 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[NH2:8][CH2:9][CH2:10][N:11](CCN)CCN.O.[N+]([O-])([O-])=O.[Ga+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O>>[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[N:8][CH2:9][CH2:10][NH2:11]

Participants

4

Procedure

The ligand [(((pyrrole-2-yl)methylidene)amino)ethyl]amine was prepared by adding a methanolic solution of pyrrole-2-carboxaldehyde (1.430 g, 15 mmol, 100 mL) to a methanolic solution of tris(2-aminoethyl)amine (0.720 g, 5 mmol, 10 mL). The resulting yellow solution was stirred at room temperature for 30 min. A methanolic solution of gallium(III) nitrate hydrate (1.280 g, 5 mmol, 150 mL) was added to the ligand solution and stirred at room temperature for 30 min. The solution was filtered and left to stand at ambient temperature until crystallization occurred. The crude material was then sublimed at 235° C.

Workup

  1. stirringstirred at room temperature for 30 min
  2. filtrationThe solution was filtered
  3. waitleft
  4. customto stand at ambient temperature until crystallization
  5. customwas then sublimed at 235° C.

Sources & evidence

ORD record
ord-872eaaa3c77840f094de9da29bc6476f
Source dataset
uspto-grants-2006_04
Patent number
US07022421B2

Reaction notes

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