Chloride → HCID 178484364, compound
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
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- temperaturewith cooling within 2 hours
- customSubsequently, the solvent was removed
- addition600 ml of methanol were added to the solid residue
- temperaturewith cooling
- customThe solvents were removed
- addition200 ml of dichloromethane are then added to the residue
- filtrationThe precipitate was filtered off
- 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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