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CAS No. : | 501-30-4 | MDL No. : | MFCD00006580 |
Formula : | C6H6O4 | Boiling Point : | No data available |
Linear Structure Formula : | C5OH2(O)(OH)CH2OH | InChI Key : | BEJNERDRQOWKJM-UHFFFAOYSA-N |
M.W : | 142.11 | Pubchem ID : | 3840 |
Synonyms : |
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Chemical Name : | 5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P201-P280-P305+P351+P338-P405 | UN#: | |
Hazard Statements: | H302-H351 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | 5-Hydroxy-2-hydroxymethyl-1-phenyl-pyridin-4-one (214) (Looker, J. H.; Cliffton, M. D. Convenient preparative methods for N-aryl-γ-pyridones from γ-pyrones. J. Hetero. Chem. 1986, 23, 5). To a suspension of kojic acid (1.421 g, 10.00 mmol) in diluted hydrochloric acid (0.52 mL of concentrated hydrochloric acid diluted with 25 mL of water) was added aniline (1.40 mL, 15.4 mmol). The resulting mixture was heated under reflux for 20 h. The mixture, while warn (60 C.), was washed with dichloromethane two times and the organic phase was discarded. The aqueous phase was neutralized with solid sodium carbonate, upon which much off-white precipitate appeared. The mixture stood in a hood overnight. The crude product was isolated by filtration and purified by recrystallization with methanol to give a pale solid (1.064 g, 49%). Mp: 236-238 C. (lit.85 237-240 C.). 1H NMR (d6-DMSO): δ 4.20 (2H, s), 6.47 (1H, s), 7.35 (1H, s), 7.5-7.6 (5H, m). 13C NMR (d6-DMSO): δ 70.9, 102.5, 114.8, 118.2, 118.9, 130.5, 138.7, 146.7, 165.3, 179.5. |