Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Trifluoromethyl toluidine | HCID 2735932 | — |
| Reactant | 5-Bromo-2-chloronicotinic acid | HCID 2763342 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 86736998 | HCID 86736998 | — |
Reaction Steps
Heat in an oil bath at 170° C. a mixture of 15 g. of 5-bromo-2-chloro-nicotinic acid, 12.2 g. of 2-methyl-3-trifluoromethyl aniline and 60 g. of phenol for three hours. Treat the resulting reaction mixture with ether and 5% sodium bicarbonate solution, concentrate and steam distil to obtain an oily residue. Dissolve the oily residue in dilute sodium hydroxide solution, acidify with dilute hydrochloric acid and filter. Recrystallize the product from methanol to yield 5-bromo-2-(2-methyl-3-trifluoromethylanilino) nicotinic acid, m.p. 222°-224° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04205073 |
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| Source dataset | uspto-grants-1980_05 |
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| ORD ID | ord-be8b32be4f2945e0b4fd23be241c7ed7 |
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| Source note | uspto-grants-1980_05 |
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