Chloride → HCID 178484364, compound

HRID 1717431Notes

Reaction equation

HRID 1717431 reaction equation
[Cl-:1].[CH3:2][N:3]([CH3:9])[C:4](=[NH:8])[N:5]([CH3:7])[CH3:6].C[O-].[Na+]>ClCCl>[Cl-:1].[CH3:2][N:3]([CH3:9])[C:4](=[NH2+:8])[N:5]([CH3:7])[CH3:6]

Participants

5

Procedure

600 ml of dichloromethane and 400 g (2.34 mol) of (N,N-dimethylimidazolidino) chloride were initially charged. Subsequently, 552 g of tetramethylguanidine (2 eq., 4.8 mol) were added with cooling within 2 hours. Subsequently, the solvent was removed and 600 ml of methanol were added to the solid residue. Afterwards, 432 g (2.4 mol) of 30% sodium methoxide solution (in methanol) were added to the suspension with cooling and the mixture is stirred at room temperature for one hour. The solvents were removed and 200 ml of dichloromethane are then added to the residue. The precipitate was filtered off and discarded. The filtrate was concentrated to dryness. 449 g (1.80 mol) of (N,N-dimethylimidazolidino) tetramethylguanidinium chloride (CNC catalyst of the formula (III-1)) were isolated. Yield: 94%; m.p.: 145-147° C.

Workup

  1. temperaturewith cooling within 2 hours
  2. customSubsequently, the solvent was removed
  3. addition600 ml of methanol were added to the solid residue
  4. temperaturewith cooling
  5. customThe solvents were removed
  6. addition200 ml of dichloromethane are then added to the residue
  7. filtrationThe precipitate was filtered off
  8. concentrationThe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-2cc9abe42f3540a0aab93fe53b03327c
Source dataset
uspto-grants-2010_09
Patent number
US07803941B2

Reaction notes

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