| Identification | Back Directory | [Name]
2-METHYL[1,3]OXAZOLO[4,5-B]PYRIDINE | [CAS]
86467-39-2 | [Synonyms]
2-Methyloxazolo[4,5-b]pyridine
Oxazolo[4,5-b]pyridine, 2-methyl-
2-METHYL[1,3]OXAZOLO[4,5-B]PYRIDINE | [Molecular Formula]
C7H6N2O | [MDL Number]
MFCD05256196 | [MOL File]
86467-39-2.mol | [Molecular Weight]
134.14 |
| Chemical Properties | Back Directory | [Melting point ]
74 °C(Solv: ligroine (8032-32-4)) | [Boiling point ]
214.3±13.0 °C(Predicted) | [density ]
1.229±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
0.22±0.50(Predicted) | [color ]
Yellow |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-methyloxazolo[4,5-B]pyridine from 2-amino-3-hydroxypyridine and triethyl orthoacetate: 80 mL of triethyl orthoacetate was added to 15 g (136 mmol) of 2-amino-3-hydroxypyridine, followed by the addition of a catalytic amount of p-toluenesulfonic acid. The reaction mixture was stirred at 120 °C for 4 hours. After completion of the reaction, the reaction mixture was cooled and triethylamine was added to neutralize p-toluenesulfonic acid in the reaction system. Subsequently, the solvent was removed by distillation under reduced pressure using a rotary evaporator. The crude product was purified by silica gel column chromatography to afford 12.0 g of the target product 2-methyloxazolo[4,5-B]pyridine in 65.8% yield. | [References]
[1] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 87 - 91
[2] Heterocycles, 1995, vol. 41, # 3, p. 477 - 486
[3] Monatshefte fur Chemie, 2007, vol. 138, # 7, p. 663 - 667
[4] Patent: US2009/247736, 2009, A1. Location in patent: Page/Page column 13
[5] Tetrahedron Letters, 1990, vol. 31, # 8, p. 1155 - 1156 |
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