ChemicalBook--->CAS DataBase List--->5078-07-9

5078-07-9

5078-07-9 Structure

5078-07-9 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
[HS Code ]

2934999090
Hazard InformationBack Directory
[Synthesis Reference(s)]

Synthesis, p. 68, 1982 DOI: 10.1055/s-1982-29704
[Synthesis]

Ethanone, 1-(2,4-dihydroxyphenyl)-, oxime, (1Z)-

111364-29-5

6-Hydroxy-2-methylbenzoxazole

5078-07-9

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
Spectrum DetailBack Directory
[Spectrum Detail]

6-Hydroxy-2-methylbenzoxazole(5078-07-9)1HNMR
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