Dimethylformamide → 203664-03-3

HRID 1059387Notes

Reaction equation

HRID 1059387 reaction equation
Cl.Cl.[NH2:3][CH2:4][C:5]1[NH:6][CH:7]=[CH:8][N:9]=1.CN(C)C=O.[H-].[Na+].[C:17](OC(=O)C)(=[O:19])[CH3:18]>N1C=CC=CC=1>[NH:6]1[CH:7]=[CH:8][N:9]=[C:5]1[CH2:4][NH:3][C:17](=[O:19])[CH3:18]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7918Acetic AnhydrideHCID 24758Sodium hydrideHCID 124178631H-imidazol-2-ylmethanamine dihydrochloride

Product 1

HCID 18670192203664-03-3

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.34 g of 2-aminomethylimidazole dihydrochloride was added to 20 ml of N,N-dimethylformamide in a nitrogen atmosphere. Under ice-cooling, 0.40 g of sodium hydride (60% oily) was added thereto and the resulting mixture was subjected to ultrasonication for 30 minutes. To the reaction mixture were added 20 ml of pyridine and 10 ml of acetic anhydride and the obtained mixture was stirred at room temperature for 2 days. After concentrating under reduced pressure, the residue was distributed into water and ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate. The extract was concentrated under reduced pressure to thereby give 0.24 g of the title compound as a pale brown solid.

Workup

  1. temperatureUnder ice-cooling
  2. customthe resulting mixture was subjected to ultrasonication for 30 minutes
  3. concentrationAfter concentrating under reduced pressure
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThe extract was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4d6a00c696fe4de29020fd3a793d9c96
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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