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

HRID 855473Notes

Reaction equation

HRID 855473 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-e456c332b3374d5998d0feebd957aafa
Source dataset
uspto-grants-2007_08
Patent number
US07261954B2

Reaction notes

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