| Identification | Back Directory | [Name]
1,3-BENZOXAZOLE-5-CARBOXYLIC ACID | [CAS]
15112-41-1 | [Synonyms]
OTAVA-BB 1023215
5-Benzoxazolecarboxylic acid
Benzoxazole-5-carboxylic Acid
1,3-BENZOXAZOLE-5-CARBOXYLIC ACID
Benzo[d]oxazole-5-carboxylic acid
1,3-benzoxazole-5-carboxylic acid、
5-Benzoxazolecarboxylic acid | [Molecular Formula]
C8H5NO3 | [MDL Number]
MFCD09954950 | [MOL File]
15112-41-1.mol | [Molecular Weight]
163.13 |
| Chemical Properties | Back Directory | [Melting point ]
241-242℃ | [Boiling point ]
350.1±15.0 °C(Predicted) | [density ]
1.455 | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
3.50±0.30(Predicted) | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C8H5NO3/c10-8(11)5-1-2-7-6(3-5)9-4-12-7/h1-4H,(H,10,11) | [InChIKey]
WJBOXEGAWJHKIM-UHFFFAOYSA-N | [SMILES]
O1C2=CC=C(C(O)=O)C=C2N=C1 |
| Hazard Information | Back Directory | [Synthesis]
Synthesis of benzoxazole-5-carboxylic acid: 3-amino-4-hydroxybenzoic acid (500 mg, 3.26 mmol) was mixed with trimethyl orthoformate (5 mL) under argon protection and the reaction was heated at 65°C for 2 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered and washed with hexane. The filtrate was concentrated in vacuum to give a white solid product benzoxazole-5-carboxylic acid (78 mg, 15% yield). The product was characterized by the following data: 1H NMR (500 MHz, CDCl3): δ 8.57 (d, J = 1.5 Hz, 1H), 8.20 (dd, J = 8.4, 1.8 Hz, 1H), 8.20 (s, 1H), 7.67 (d, J = 9.0 Hz, 1H). Mass spectrum (MS): m/z 164 (M + H). | [References]
[1] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 24, p. 8219 - 8248
[2] Patent: US2005/84506, 2005, A1. Location in patent: Page/Page column 40
[3] Patent: EP1229027, 2002, A1. Location in patent: Page 18
[4] Patent: EP1229028, 2002, A1. Location in patent: Page 18
[5] Patent: EP1229037, 2002, A1. Location in patent: Page 17 |
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