Sodium Hydroxide → 3-Chloro-5-(trifluoromethyl)-2-pyridinamine

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%).

1. additionwere added
2. temperatureunder heating
3. customAfter completion of the reaction
4. stirringstirred
5. customAn aqueous layer and an oil layer were separated
6. additionA 20% hydrochloric acid aqueous solution was added to the oil layer
7. stirringthe mixture was stirred
8. customAn aqueous layer and an oil layer were separated again
9. customPrecipitated slightly yellow crystals
10. filtrationwere collected by filtration
11. customdried

ORD record

ord-a08d5a41fe1741af80931e4fcd152e5d

Source dataset

uspto-grants-1996_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05491239