反应详情

300 ml of concentrated sulfuric acid was added slowly while cooling with dry ice to 230 ml of concentrated nitric acid (68 %:d=1.41), while the temperature of the mixture was not allowed to exceed 5°. A solution of 38.7 g of 2-chloromethyl-3-methylpyridine 1-oxide was added thereto and the mixture was stirred at 80° for 2 hours. The reaction mixture was poured into a mixture of ice and methylene chloride, the aqueous phase was washed several times with methylene chloride and the methylene chloride solution was extracted with 10% sodium bicarbonate solution. The organic phase was dried with sodium sulfate and concentrated. The residue is recrystallized from ethyl acetate. there being obtained 2-chloromethyl-3-methyl-4-nitropyridine 1-oxide. The product has a melting point of 126-129°.

1. customto exceed 5°
2. washthe aqueous phase was washed several times with methylene chloride
3. extractionthe methylene chloride solution was extracted with 10% sodium bicarbonate solution
4. dry with materialThe organic phase was dried with sodium sulfate
5. concentrationconcentrated
6. customThe residue is recrystallized from ethyl acetate