| Identification | Back Directory | [Name]
2-AMINO-3-BROMO-5-FLUOROBENZOIC ACID | [CAS]
259269-84-6 | [Synonyms]
BUTTPARK 35\07-04
2-AMINO-3-BROMO-5-FLUOROBENZOIC ACID
Benzoic acid, 2-amino-3-bromo-5-fluoro-
2-Amino-3-bromo-5-fluorobenzoicacid,95%
3-Bromo-5-fluoroanthranilic acid, 2-Bromo-6-carboxy-4-fluoroaniline | [Molecular Formula]
C7H5BrFNO2 | [MDL Number]
MFCD00662509 | [MOL File]
259269-84-6.mol | [Molecular Weight]
234.02 |
| Chemical Properties | Back Directory | [Boiling point ]
344.0±42.0 °C(Predicted) | [density ]
1.877±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Solid | [pka]
4.21±0.10(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C7H5BrFNO2/c8-5-2-3(9)1-4(6(5)10)7(11)12/h1-2H,10H2,(H,11,12) | [InChIKey]
LTOCPZGBNWZMBA-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(F)=CC(Br)=C1N |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-amino-3-bromo-5-fluorobenzoic acid from 2-amino-5-fluorobenzoic acid: N-bromosuccinimide (631 mg, 3.55 mmol) was added in batches to a stirred solution of 2-amino-5-fluorobenzoic acid (7,500 mg, 3.22 mmol) dissolved in acetic acid (5 mL) and the reaction mixture was stirred at room temperature overnight . The resulting precipitate was collected by filtration, washed with petroleum ether (20 mL) and dried to constant weight to afford 2-amino-3-bromo-5-fluorobenzoic acid (11,501 mg, 66.4% yield) as a clear beige solid. The product was used without further purification. The product characterization data were as follows: LCMS (t R = 1.35 min, purity = 100%), no ions detected at ESI m/z; 1H NMR (DMSO-d6) δ (ppm) 6.76 (broad single peak, 2H), 7.55 (double peak, J = 3.0 Hz, JH-F = 9.4 Hz, 1H), 7.71 (double peak, J = 3.0 Hz, JH F = 7.8 Hz, 1H), 12.72 (broad single peak, 1H); 13C NMR (DMSO-d6) δ (ppm) 109.4 (double peak, JC-F = 7.1 Hz), 111.1 (double peak, JC-F = 7.1 Hz), 116.2 (double peak, JC-F = 22.1 Hz), 124.9 (double peak, JC-F = 24.8 Hz), 145.1, 151.4 (double peaks, JC-F = 235.3 Hz), 168.1 (double peaks, JC-F = 2.7 Hz). | [References]
[1] Tetrahedron, 2012, vol. 68, # 2, p. 534 - 543
[2] Patent: EP3287463, 2018, A1. Location in patent: Paragraph 0203; 0208
[3] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0502-0503
[4] Patent: WO2016/105564, 2016, A1. Location in patent: Paragraph 0288 |
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