Ethanol → Sodium 6-chloropyridine-2-sulfonate

Temperature

170 °C

Into a 50 ml autoclave, 2.22 g (15 mmol) of 2,6-dichloropyridine and 4.5 ml of ethanol were introduced and dissolved. To the solution, 2.27 g (18 mmol) of sodium sulfite dissolved in 18 ml of water, was added, and after sealing, the mixture was heated in an oil bath of 170° C. for 12 hours. After completion of the reaction, the mixture was cooled, and after an addition of 30 ml of water, extracted with methylene chloride (30 ml×3 times). The aqueous layer was distilled under reduced pressure, and 200 ml of ethanol was added. The mixture was heated. After filtering off insoluble precipitates, the filtrate was distilled under reduced pressure to obtain 0.94 g (30%) of sodium 2-chloropyridine-6-sulfonate as crystalline solid. Purification was conducted by recrystallization from ethanol. The physical property values are shown below.

1. dissolutiondissolved
2. additionwas added
3. customAfter completion of the reaction
4. temperaturethe mixture was cooled
5. extractionextracted with methylene chloride (30 ml×3 times)
6. distillationThe aqueous layer was distilled under reduced pressure, and 200 ml of ethanol
7. additionwas added
8. temperatureThe mixture was heated
9. filtrationAfter filtering off insoluble precipitates
10. distillationthe filtrate was distilled under reduced pressure

ORD record

ord-1b9bbbb77a5a437194e202bc7db9b515

Source dataset

uspto-grants-1990_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04973697