Dimethylformamide dimethyl acetal → HCID 85349219, compound

HRID 2054364Notes

Reaction equation

HRID 2054364 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][N:5]=[C:6]([S:9][CH3:10])[S:7][CH3:8].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>CN(C)C=O>[CH3:10][S:9][C:6](=[N:5][C:4](=[CH:14][N:15]([CH3:17])[CH3:16])[C:3]([O:2][CH3:1])=[O:11])[S:7][CH3:8]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 5007923N-[Bis(methylthio)methylene]glycine methyl ester

Product 1

HCID 85349219HCID 85349219, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Commercially available N-[Bis(methylthio)methylene]glycine methyl ester (5.06 g, 26.18 mmol) and N,N-Dimethylformamide dimethyl acetal (4.03 g, 31.41 mmol) were dissolved in N,N-dimethylformamide (10 mL) and heated to reflux under nitrogen for 4.5 h. The solvent was removed under reduced pressure and the product solidified (6.44 g, 99%) after storage at room temperature under high vacuum over night. 1H NMR (CDCl3, 400 MHz): δ 6.96 (s, 1H); 3.68 (s, 3H); 2.95 (s, 6H); 2.53 (s, 3H); 2.49 (s, 3H).

Workup

  1. temperatureheated
  2. temperatureto reflux under nitrogen for 4.5 h
  3. customThe solvent was removed under reduced pressure
  4. customat room temperature

Sources & evidence

ORD record
ord-4d3e6c363b6745b99f9d44c8bb209803
Source dataset
uspto-grants-2008_02
Patent number
US07329668B2

Reaction notes

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