4-Chloro-2,3-dimethyl-1-oxidopyridin-1-ium → Pyridine, 4-methoxy-2,3-dimethyl-, 1-oxide

To a solution prepared by diluting 41.6 g (2.0 eq.) of a 28% aqueous solution of sodium methoxide with 200 mL of dimethylsulfoxide, a liquid containing 17.0 g of 4-chlor-2,3-dimethylpyridine-1-oxide dissolved in dimethylsulfoxide (70 mL) was added dropwise. The mixture was allowed to react for 3 hours at 40 to 50° C., and then was left to stand overnight at room temperature. 15 mL of water was added to the reaction liquid, and the mixture was concentrated, to obtain a residue in the form of a black paste. Subsequently, the residue was dissolved in 500 mL of water, and then the aqueous solution was extracted three times with 670 mL of chloroform. The extract was dried over anhydrous magnesium sulfate, and then was concentrated to dryness under reduced pressure, to obtain 37.2 g of 4-methoxy-2,3-dimethylpyridine-1-oxide.

1. customTo a solution prepared
2. additionwas added dropwise
3. customto react for 3 hours at 40 to 50° C.
4. waitwas left
5. concentrationthe mixture was concentrated
6. customto obtain a residue in the form of a black paste
7. extractionthe aqueous solution was extracted three times with 670 mL of chloroform
8. dry with materialThe extract was dried over anhydrous magnesium sulfate
9. concentrationwas concentrated to dryness under reduced pressure

ORD record

ord-270a06db800e4014824e1ebe7c4c9860

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08778975B2