Sodium Carbonate → HCID 13748726, compound

3.4 g of 6-n-propylthio-2-pyridinol and 2.2 g of anhydrous sodium carbonate were suspended in 25 ml of N,N-dimethylformamide, followed by stirring. 2.4 g of methanesulfonyl chloride was added dropwise to the suspension at 10° C. After the addition, the bath was removed and the resulting mixture was allowed to stand to raise the temperature of the mixture to room temperature. The mixture was heated to 50° C. and stirred for 2.5 hours. The reaction mixture was poured into 200 ml of chilled water and extracted with ether twice. The ether layer was washed with 5% aqueous caustic soda solution and water and dried over anhydrous sodium sulfate. The residue obtained by distilling away the solvent was purified by silica gel column chromatography (with toluene and n-hexane) to obtain 3.9 g of 6-n-propylthio-2-pyridyl methanesulfonate as a pale yellow oil (yield: 78.8%).

1. additionAfter the addition
2. customthe bath was removed
3. temperatureThe mixture was heated to 50° C.
4. stirringstirred for 2.5 hours
5. additionThe reaction mixture was poured into 200 ml of chilled water
6. extractionextracted with ether twice
7. washThe ether layer was washed with 5% aqueous caustic soda solution and water
8. dry with materialdried over anhydrous sodium sulfate
9. customThe residue obtained
10. distillationby distilling away the solvent
11. customwas purified by silica gel column chromatography (with toluene and n-hexane)

ORD record

ord-ebaba06ff6b74ff4bd0388d97dd3704d

Source dataset

uspto-grants-1987_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04652574