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CAS No. : | 19838-07-4 | MDL No. : | MFCD01646120 |
Formula : | C5H6N2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LDQRWMQHTORUIY-UHFFFAOYSA-N |
M.W : | 110.11 | Pubchem ID : | 88276 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
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 |
---|---|---|
With hydrogenchloride; sodium hydroxide; sodium hydrogencarbonate; In methanol; chloroform; water; | Step 2 3-Methyl-2-hydroxypyrazine <strong>[35320-22-0]D-alanine amide</strong>(7.5 g, 60.2 mmol) was suspended in MeOH (100 mL). H2 O (10 mL) was added to dissolve the solid. The solution was cooled to -30. Glyoxal (72.2 mmol, 8.28 mL of 40% weight solution) was added in one portion. 12.5 N NaOH (12 mL) was added dropwise over 20 minutes. The resulting mixture was stirred at -30 for 40 minutes then at room temperature for another 3 hours. The reaction mixture was placed in refrigerator overnight. The yellow suspension was cooled to 0 and then treated with concentrated HCl (15 mL) followed by NaHCO3 (12.3 g). The resulting neutral mixture was filtered through a frit. The filtrate was added to H2 O (12 mL) and concentrated to remove MeOH. The residue was treated with 100 mL MeOH and filtered to remove the salt. The filtrate was concentrated again to yield a tacky solid that was shaken with CHCl3 (100 mL). Just enough water was added to make the dark aqueous phase supernatant (~15 mL). This aqueous layer was extracted with CHCl3 (6*, 50 mL portions). The organic layers were combined and dried (MgSO4), filtered and concentrated to yield 3-methyl-2-hydroxypyrazine as an off-white solid. 1 H NMR (400 MHz, CDCl3) delta 12.52 (bs, 1H); 7.37 (d, 2H); 7.14 (d, 2H); 2.48 (s, 3H). |
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