| Identification | Back Directory | [Name]
6-Hydroxy-2-methylbenzoxazole | [CAS]
5078-07-9 | [Synonyms]
6-Benzoxazolol, 2-Methyl- 2-Methylbenzo[d]oxazol-6-ol 2-methyl-1,3-benzoxazol-6-ol 6-Hydroxy-2-methylbenzoxazole 2-methyl-1,3-benzoxazol-6-ol(SALTDATA: FREE) | [Molecular Formula]
C8H7NO2 | [MDL Number]
MFCD00464862 | [MOL File]
5078-07-9.mol | [Molecular Weight]
149.15 |
| Chemical Properties | Back Directory | [Melting point ]
196 °C | [Boiling point ]
278.7±13.0 °C(Predicted) | [density ]
1.305 | [storage temp. ]
2-8°C | [pka]
8.49±0.40(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Synthesis, p. 68, 1982 DOI: 10.1055/s-1982-29704 | [Synthesis]
The general procedure for the synthesis of 2-methyl-6-hydroxybenzoxazole from the compound (CAS:111364-29-5) was as follows: (1Z)-1-(2,4-dihydroxyphenyl)ethanone oxime (9.7 g, 57.7 mmol) was dissolved in a mixed solvent of acetonitrile (65 mL) and dimethylacetamide (11 mL) and cooled to 5 °C. Phosphorus trichloride (5.6 mL, 60.3 mmol) was slowly added dropwise at a temperature not exceeding 10 °C. After the dropwise addition, the reaction mixture was stirred at room temperature for 1 h. The reaction solution gradually formed a yellow slurry. The reaction mixture was carefully poured into a pre-prepared mixture of sodium bicarbonate and ice for neutralization. The resulting precipitate was collected by filtration and dried to give 6.3 g of 2-methyl-6-hydroxybenzoxazole in 73% yield. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 24, p. 4313 - 4316 [2] Patent: WO2004/5295, 2004, A1. Location in patent: Page 99 [3] Patent: WO2005/61499, 2005, A1. Location in patent: Page/Page column 41 [4] Patent: WO2005/37814, 2005, A1. Location in patent: Page/Page column 35 |
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