| Identification | More | [Name]
2-Amino-3,5-dibromobenzaldehyde | [CAS]
50910-55-9 | [Synonyms]
2-AMINO-3,5-DIBROMOBENZALDEHYDE
3,5-DIBROMANTHRANILALDEHYD
3,5-DIBROMOANTHRALDEHYDE
3,5-DIBROMOANTHRANILALDEHYDE
3,5-Dibromo-2-aminobenzaldehyde
2-AMINO-3,5-DIBROMOBENZALDEHYDE=3,5-DIBROMOANTHRANILALDEHYDE
2-AMINO-3,5-DIBROMOBENZALDEHYDE 98+%
2-Amino-3,5-Bromo Benzaldehyde
Benzaldehyde, 2-amino-3,5-dibromo- | [EINECS(EC#)]
256-841-0 | [Molecular Formula]
C7H5Br2NO | [MDL Number]
MFCD00671100 | [Molecular Weight]
278.93 | [MOL File]
50910-55-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow crystalline powder | [Melting point ]
130-135 °C (lit.) | [Boiling point ]
319.9±42.0 °C(Predicted) | [density ]
2.0123 (rough estimate) | [refractive index ]
1.6400 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-2.29±0.10(Predicted) | [color ]
Yellow | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C7H5Br2NO/c8-5-1-4(3-11)7(10)6(9)2-5/h1-3H,10H2 | [InChIKey]
RCPAZWISSAVDEA-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC(Br)=CC(Br)=C1N | [CAS DataBase Reference]
50910-55-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H319 | [Precautionary statements ]
P264-P280-P305+P351+P338-P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R36:Irritating to the eyes. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [REACH Registrations]
Active | [HS Code ]
29223990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow crystalline powder | [Uses]
2-Amino-3,5-dibromobenzaldehyde is a reagent used in the preparation of Ambroxol and Bromhexine (B678600) metabolites.
| [General Description]
2-Amino-3,5-dibromobenzaldehyde has been identified as one of the oxidation product of bromhexine by controlled potential electrolysis followed by HPLC-UV and GC-MS. It participates in the Friedl?nder condensation of C-β?glycosylic ketones to form 2-substituted quinoline derivatives. | [Synthesis]
(1) Mix ethanol, water and o-aminobenzaldehyde with stirring at a molar ratio of 4:1:0.2. Elevate the temperature until the solid o-aminobenzaldehyde was completely dissolved; (2) add reduced iron powder, add 3 to 5 drops of hydrochloric acid, stir thoroughly, continue to elevate the temperature until the reaction system reached the reflux temperature, keep stirring the reaction, and monitor the progress of the reaction using high-performance liquid chromatography (HPLC); (3) after completion of the reaction, the reaction solution was filtered, and a mixture of bromine, potassium bromide, and water was added slowly to the filtrate by dropwise addition, and after completion of the dropwise addition, the Maintain the temperature and continue to stir the reaction; (4) add an excess of saturated sodium bicarbonate solution to the reaction mixture, stir well, precipitate a solid, and filter to obtain 2-amino-3,5-dibromobenzaldehyde. In this embodiment, the molar ratio of o-aminobenzaldehyde, bromine and potassium bromide was 1:1.93:9.5. The yield of 2-amino-3,5-dibromobenzaldehyde was 91.1% and the purity was 99.4%. | [References]
[1] Patent: CN107488121, 2017, A. Location in patent: Paragraph 0017; 0018; 0019; 0020-0023; 0025-0030; 0032-0037
[2] Patent: CN107488124, 2017, A. Location in patent: Paragraph 0018; 0019; 0020; 0021; 0022; 0023; 0024-0038
[3] Australian Journal of Chemistry, 1980, vol. 33, # 1, p. 91 - 99
[4] Patent: CN107488126, 2017, A. Location in patent: Paragraph 0018-0024; 0027-0031; 0034-0038
[5] Chemische Berichte, 1901, vol. 34, p. 1338 |
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