ChemicalBook CAS DataBase List 2,4-DIHYDROXY-6-METHYLPYRIDINE

2,4-DIHYDROXY-6-METHYLPYRIDINE synthesis

6synthesis methods

Product Name:2,4-DIHYDROXY-6-METHYLPYRIDINE
CAS Number:3749-51-7
Molecular formula:C6H7NO2
Molecular Weight:125.13

520-45-6 Synthesis

520-45-6
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3749-51-7
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Yield:-

Reaction Conditions:

Stage #1: Dehydracetic acidwith sulfuric acid at 130; for 2 h;
Stage #2: with ammonia in water at 100; for 7 h;

Steps:

28.A

A suspension of 3-acetyl-6-methyl-2H-pyran-2,4(3H)-dione (500 g) in concentrated Η₂SO₄ (800 mL) was stirred at 130 ⁰C for 2 h. The mixture was poured into ice-water. The precipitate was collected by filtration, washed with hexane, and dried at 80 ⁰C. A suspension of the above solid in25 28% aqueous NH₃ was stirred at 100⁰C for 7 h. To the mixture was added water (1 L) and the mixture was neutralizing with concentrated HCl. The precipitate was collected by filtration, washed with water and acetone, and dried at 80 ⁰C to give 6-methylpyridine-2,4-diol (135 g) as a pale brown solid. ¹HNMR (300 MHz, DMSO-J₆, δ): 2.08 (s, 3H), 5.34-5.37 (m, IH), 5.60-5.63 (m, IH), 10.30-10.61 (m, IH), 10.92-11.15 (m, IH); ESI MS m/z 126 (M⁺+., 100%).