Acetic Acid → HCID 68563804, compound

HRID 1023495Notes

Reaction equation

HRID 1023495 reaction equation
[CH3:1][N:2]([CH3:13])[CH2:3][CH2:4][N:5]1[CH2:9][C:8]([CH3:11])([CH3:10])[NH:7][C:6]1=[O:12].CI.[CH3:16][C:17]([OH:19])=[O:18]>CO>[C:17]([O-:19])(=[O:18])[CH3:16].[CH3:11][C:8]1([CH3:10])[CH2:9][N:5]([CH2:4][CH2:3][N+:2]([CH3:16])([CH3:1])[CH3:13])[C:6](=[O:12])[NH:7]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6328Methyl iodideHCID 59355185HCID 59355185, compound

Product 1

HCID 68563804HCID 68563804, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(2-(dimethylamino)ethyl)-4,4-dimethylimidazolidin-2-one (79.3 mg, 0.428 mmol) in MeOH (5 ml) was added methyl iodide (300 ul, 4.8 mmol). The solution was stirred for 18 h, concentrated in vacuo, dissolved in 2 ml H2O, and Ag2O (300 mg, 1.2 mmol) and AcOH (200 ul, 2 mmol) was added. The suspension was stirred vigorously for 2 h, then filtered through 0.45 um PTFE. The solution was concentrated in vacuo and used without further purification. 1H-NMR (D2O, 400 MHz) δ 1.18 (s, 6H), 1.84 (s, 3H), 3.09 (s, 9H), 3.24 (s, 2H), 3.43 (m, 2H), 3.56 (m, 2H). ESI/APCI (pos) expected for C10H22N3O+: 200.18. Found: 200.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutiondissolved in 2 ml H2O
  3. stirringThe suspension was stirred vigorously for 2 h
  4. filtrationfiltered through 0.45 um PTFE
  5. concentrationThe solution was concentrated in vacuo
  6. customused without further purification

Sources & evidence

ORD record
ord-20eaac7c2bd747389eac3b48571a5ce1
Source dataset
uspto-grants-2014_05
Patent number
US08722715B2

Reaction notes

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