N,N,N-trimethyl-1,1-bis(1-methylethoxy)amine → 2-Butyl-4-dimethylaminomethylene-2-imidazolin-5-one

HRID 375692

Reaction equation

HRID 375692 reaction equation
[CH2:1]([C:5]1[NH:6][C:7](=[O:10])[CH2:8][N:9]=1)[CH2:2][CH2:3][CH3:4].C(O[CH:15](OC(C)C)[N:16]([CH3:18])[CH3:17])(C)C>C(Cl)Cl>[CH2:1]([C:5]1[NH:6][C:7](=[O:10])[C:8](=[CH:15][N:16]([CH3:18])[CH3:17])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Procedure

A solution of 5.00 g (35.67 mmol) of 2-butyl-2-imidazolin-5-one and 7.02 g (39.24 mmol) of N,N-dimethylformamide diisopropyl acetal in 25 ml of methylene chloride was stirred at room temperature for 2.5 hours. Then, the solvent was removed on a Rotavapor, and the residue was treated with 40 ml of methylene chloride. The solution thus obtained was washed twice, each time with 10 ml of water, and dried (MgSO4) and concentrated on the Rotavapor. The residue was then dried in a high vacuum. 5.37 g of 2-butyl-4-dimethylaminomethylene-2-imidazolin-5-one was obtained; the product had a content of greater than 90 percent, according to H-NMR. This corresponds to a yield of about 71 percent, based on the 2-butyl-2-imidazolin-5-one.

Workup

  1. customThen, the solvent was removed on a Rotavapor
  2. additionthe residue was treated with 40 ml of methylene chloride
  3. customThe solution thus obtained
  4. washwas washed twice
  5. dry with materialeach time with 10 ml of water, and dried (MgSO4)
  6. concentrationconcentrated on the Rotavapor
  7. customThe residue was then dried in a high vacuum

Sources & evidence

ORD record
ord-123c54209c5948949a04dc3581b0b0a2
Source dataset
uspto-grants-1996_01
Patent number
US05486617

Linked notes

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