Ammonia → Glycyl-5-amino-1,10-phenanthroline

HRID 743494Notes

Reaction equation

HRID 743494 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:18]=[CH:17][C:16]2[C:7](=[C:8]3[C:13](=[CH:14][C:15]=2[NH2:19])[CH:12]=[CH:11][CH:10]=[N:9]3)[N:6]=1)=[O:4].[NH3:20]>CN(C)C=O>[NH2:20][CH2:2][C:3]([C:5]1[CH:18]=[CH:17][C:16]2[C:7](=[C:8]3[C:13](=[CH:14][C:15]=2[NH2:19])[CH:12]=[CH:11][CH:10]=[N:9]3)[N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19424582Bromoacetyl-5-amino-1,10-phenanthroline

Product 1

HCID 19424583Glycyl-5-amino-1,10-phenanthroline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Bromoacetyl-5-amino-1,10-phenanthroline (4) (Preparation 3; 1.00 g; 3.15 mmol) was dissolved in 50 ml dimethylformamide. Into this solution, was added 0.2 ml concentrated ammonia. The reaction mixture was stirred 1 hr. in the dark. The volume of the reaction mixture then was reduced to 2 ml by evaporation, and the product then was precipitated by addition of 2 ml of ice-cold deionized water. The resulting precipitate was collected by vacuum filtration, was washed with 20 ml ice-cold deionized water, and was washed with 50 ml acetonitrile. Yield: 0.45 g, 32%.

Workup

  1. customThe volume of the reaction mixture then was reduced to 2 ml by evaporation
  2. customthe product then was precipitated by addition of 2 ml of ice-cold
  3. filtrationThe resulting precipitate was collected by vacuum filtration
  4. washwas washed with 20 ml ice-cold
  5. washwas washed with 50 ml acetonitrile

Sources & evidence

ORD record
ord-8b8e75888934479aa55b2bfcd1e0e578
Source dataset
uspto-grants-1996_09
Patent number
US05556949

Reaction notes

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