Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 1-Amidino-4,4-dimethyl-2-oxoimidazolidine hydrobromide | HCID 19063877 | — |
| Reactant | 2-cyano-3-ethoxyacrylic acid N-methyl-N-(3-trifluoromethylphenyl)amide | HCID 53640287 | — |
| Solvent | 1-Propanol | HCID 1031 | — |
| Product | HCID 178485720 | HCID 178485720 | 55.7% |
Reaction Steps
7.12 g (30 mmol) of 1-amidino-4,4-dimethyl-2-oxoimidazolidine hydrobromide were added to a mixture of 70 ml of 1-propanol and 5.5 ml of a 30% strength solution of sodium methylate in methanol (=30 mmol) at room temperature, and the mixture was stirred at room temperature for 20 min. Subsequently, at 20° C., 8.95 g (30 mmol) of 2-cyano-3-ethoxyacrylic acid N-methyl-N-(3-trifluoromethylphenyl)amide were added, and the mixture was stirred at 20° C. for 30 min and at 20°-25° C. for 1.5 hours. The solid which had separated out was then filtered off with suction, washed with 1-propanol and with water and dried as described in Example 1. The original filtrate was worked up as in Example 1. 6.82 g (=55.7% yield) of, according to TLC, virtually pure compound IV were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05795899 |
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| Source dataset | uspto-grants-1998_08 |
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| ORD ID | ord-f77976bb8ca3458e9b9f43e7d21b90e1 |
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| Source note | uspto-grants-1998_08 |
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