Reaktion #1241715

Reaktionsgleichung

3-chloro-2-((phenylmethyl)thio)pyridine

sodium acetate

3-chloro-2-pyridine sulfonyl chloride

sodium acetate

hydrochloride

3-chloro-2-pyridine sulfonyl chloride

chlorine

→

3-Chloro-2-Pyridine Sulfonamide

Lösungsmittel

water

acetic acid

water

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled in an ice bath
2. 2
   Sonstige2 hours
3. 3
   Sonstigecrushed ice
4. 4
   Extraktion) The resulting mixture was extracted with methylene chloride
5. 5
   Waschenwashed with water
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   ExtraktionThe methylene chloride extract
8. 8
   Sonstigewas evaporated to 150 ml

Vorschrift

53.0 Grams (0.225 mole) of 3-chloro-2-((phenylmethyl)thio)pyridine were added to 250 ml of acetic acid containing 16.2 grams (0.90 mole) of water. The mixture was cooled in an ice bath and passed in a stream of chlorine at 10°-15° C. for 31/2 hours. The resulting cold acetic acid solution was poured, with stirring, into a mixture of 180 grams (2.2 moles) of sodium acetate, 500 ml water and 250 grams crushed ice. (The sodium acetate converts the 3-chloro-2-pyridine sulfonyl chloride present as the hydrochloride, into free 3-chloro-2-pyridine sulfonyl chloride.) The resulting mixture was extracted with methylene chloride, washed with water, and dried over anhydrous sodium sulfate. The methylene chloride extract was evaporated to 150 ml and cooled to -30° C. in a dry ice bath.

Quelle