Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178484364 | HCID 178484364 | 94% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07803941B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-2cc9abe42f3540a0aab93fe53b03327c |
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| Source note | uspto-grants-2010_09 |
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