Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Picolinimidamide | HCID 556504 | — |
| Reactant | Propanedioic acid, 2-(2,4,6-trifluorophenyl)-, 1,3-diethyl ester | HCID 2782662 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178517495 | HCID 178517495 | 48.6% |
Reaction Steps
332 g (1.16 mol) of diethyl 2-(2,4,6-trifluorophenyl)malonate and 192 g (1.04 mol) of tributylamine were heated at 180° C. for eight hours together with 182 g (1.17 mol) of pyridine-2-carboxamidine. In the course of this, the ethanol produced was distilled off. The reaction mixture was then allowed to cool to 60-70° C. and was mixed with a solution of 116 g (2.89 mol) of sodium hydroxide in 1200 ml of water. After stirring for 30 min and cooling to approximately 20-25° C., the mixture was extracted with methyl tert-butyl ether (MTBE) and, after phase separation, the aqueous phase was acidified with 6N hydrochloric acid. After filtering off and drying, 180 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07320975B2 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-f868174b9d3e42cbb9b90d6cd7bd71e6 |
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| Source note | uspto-grants-2008_01 |
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