Sodium Acetate → HCID 13386124, compound

Temperature

140 °C

A mixture of 3.8 g of 1-amino-5-ethyl-2-hydroxy methylpyridinium chloride, 2.5 g of sodium acetate, 25 ml of acetic acid and 8.9 g of ethyl orthoformate was refluxed for 4 hours in an oil bath at 140° C. After evaporated under vacuum, to the residue was added water. The mixture was brought to pH 11 by the addition of potassium carbonate and extracted with ethyl acetate. Ethyl acetate extract was then dried over anhydrous sodium sulfate, decolorized with charcoal and concentrated to dryness. After purification of the oily residue by silica gel column chromatography, eluted with chloroform, the light brown viscous oil that had a yellowish green fluorescence by irradiating of the long wave ultraviolet rays (3650 Å) was obtained. By recrystallization from chloroform-methanol, 1.36 g of the desired product, pale yellow needles, were obtained. Yield: 42.0%, mp 78°-79° C. The result of elemental analysis was illustrated in Table 3.

1. customAfter evaporated under vacuum, to the residue
2. additionwas added water
3. additionThe mixture was brought to pH 11 by the addition of potassium carbonate
4. extractionextracted with ethyl acetate
5. extractionEthyl acetate extract
6. dry with materialwas then dried over anhydrous sodium sulfate
7. concentrationconcentrated to dryness
8. customAfter purification of the oily residue by silica gel column chromatography
9. washeluted with chloroform
10. customby irradiating of the long wave ultraviolet rays (3650 Å)
11. customwas obtained
12. customBy recrystallization from chloroform-methanol, 1.36 g of the desired product, pale yellow needles
13. customwere obtained
14. customThe result of elemental analysis

ORD record

ord-ac0c6f1efdf3438699bfb901246a81d6

Source dataset

uspto-grants-1987_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04654349