HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396312Generated: October 27, 2026
Sodium Hydroxide → 3-Chloro-5-(trifluoromethyl)-2-pyridinamine
https://huagongshe.com/reaction/2396312
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-Chlorophthalimide | HCID 18997 | — |
| Reactant | 2-Amino-5-(trifluoromethyl)pyridine | HCID 735862 | — |
| Reactant | 2-Chloroamino-5-trifluoromethylpyridine | HCID 18988854 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Chloro-5-(trifluoromethyl)-2-pyridinamine | HCID 607248 | 89% |
Reaction Steps
Into the same 300 ml four-necked flask as used in Example 1, 16.2 g (0.1 mol) of 2-amino-5-trifluoromethylpyridine, 20.9 g (0.115 mol) of N-chlorophthalimide and 150 g of toluene were added, and the reaction was carried out at 80° C. for one hour under heating with stirring. During the reaction, formation of 2-chloroamino-5-trifluoromethylpyridine was confirmed. After completion of the reaction, the reaction mixture was cooled to room temperature, and 50 g of a 25% sodium hydroxide aqueous solution was added thereto and stirred. An aqueous layer and an oil layer were separated. A 20% hydrochloric acid aqueous solution was added to the oil layer, and the mixture was stirred. An aqueous layer and an oil layer were separated again. The aqueous layer was neutralized with a 25% sodium hydroxide aqueous solution. Precipitated slightly yellow crystals were collected by filtration and dried to obtain 17.5 g 2-amino-3-chloro-5-trifluoromethylpyridine (purity as measured by liquid chromatography: 97%, yield: 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05491239 |
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| Source dataset | uspto-grants-1996_02 |
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| ORD ID | ord-a08d5a41fe1741af80931e4fcd152e5d |
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| Source note | uspto-grants-1996_02 |
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