| Identification | More | [Name]
2-AMINO-3-BROMOBENZOIC ACID | [CAS]
20776-51-6 | [Synonyms]
2-AMINO-3-BROMOBENZOIC ACID
AURORA KA-6184
BUTTPARK 49\07-48
2-Amino-3-bromobenzoic acid 97%
3-Bromoanthralic acid
2-AMINO-3-BROMOBENZOIC ACID, 98+% | [EINECS(EC#)]
630-294-1 | [Molecular Formula]
C7H6BrNO2 | [MDL Number]
MFCD03618453 | [Molecular Weight]
216.03 | [MOL File]
20776-51-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
173 °C | [Boiling point ]
343.5±32.0 °C(Predicted) | [density ]
1.793±0.06 g/cm3(Predicted) | [Fp ]
161°C | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
4.55±0.10(Predicted) | [color ]
White to pale yellow | [λmax]
323nm(Phosphate buffer sol.)(lit.) | [InChI]
InChI=1S/C7H6BrNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11) | [InChIKey]
SRIZNTFPBWRGPB-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC(Br)=C1N | [CAS DataBase Reference]
20776-51-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
2922498590 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
Used as pharmaceutical intermediates. | [Synthesis]
The general procedure for the synthesis of 2-amino-3-bromobenzoic acid from 7-bromoindigo is as follows: commercially available 7-bromoindigo (18.0 g, 79.6 mmol) was dissolved in 5% aqueous sodium hydroxide solution (400 mL), and 30% aqueous hydrogen peroxide solution (22.5 mL, 199 mmol) was added slowly and dropwise at 50 °C. The reaction mixture was stirred continuously at 50 °C for 30 min. Subsequently, the reaction solution was cooled to room temperature and neutralized to neutral with 2.0 mol/L hydrochloric acid solution. The precipitated solid product was collected by filtration and dried under reduced pressure overnight to give the final target compound 2-amino-3-bromobenzoic acid. | [References]
[1] Patent: EP2708540, 2014, A1. Location in patent: Paragraph 0085
[2] Patent: US2008/153802, 2008, A1. Location in patent: Page/Page column 114
[3] Proceedings of the Royal Society of London, Series B: Biological Sciences, 1958, vol. 148, p. 481,488
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 4, p. 1270 - 1274
[5] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 9, p. 831 - 834 |
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