| Identification | More | [Name]
2-Chloro-3-bromo-5-aminopyridine | [CAS]
130284-53-6 | [Synonyms]
5-AMINO-3-BROMO-2-CHLOROPYRIDINE
5-BROMO-6-CHLOROPYRIDIN-3-AMINE
2-chloro-3-bromo-5-aminopyridine
5-BROMO-6-CHLORO-3-AMINOPYRIDINE
2-CHLORO-3-BROMO-5-AMINOPYRIDINE 98+%
3-Bromo-2-chloro-5-aminopyridine | [Molecular Formula]
C5H4BrClN2 | [MDL Number]
MFCD03840433 | [Molecular Weight]
207.46 | [MOL File]
130284-53-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
120-122°C | [Boiling point ]
336.7±37.0 °C(Predicted) | [density ]
1.834±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [form ]
powder to crystal | [pka]
0.86±0.10(Predicted) | [color ]
Light yellow to Brown | [InChI]
InChI=1S/C5H4BrClN2/c6-4-1-3(8)2-9-5(4)7/h1-2H,8H2 | [InChIKey]
ISKBXMMELYRESC-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=C(Br)C=C1N | [CAS DataBase Reference]
130284-53-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
25-41 | [Safety Statements ]
26-45 | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Dam. 1 |
| Hazard Information | Back Directory | [Uses]
5-Bromo-6-chloropyridin-3-amine serves as a precursor for synthesizing 3-bromo-2-chloro-5-iodopyridine via diazotization followed by iodination [4].
| [Synthesis]
In a 250 mL round bottom flask, 3-bromo-2-chloro-5-nitropyridine (3 g, 12.63 mmol), ammonium chloride (1.35 g, 25.2 mmol) and zinc dust (8.79 g, 134 mmol) were suspended in MeOH (50 ml). The reaction mixture was heated for 2 hrs at 90 °C. The reaction was cooled to room temperature, filtered over celite, and concentrated in vacuo. The resulting solid was adsorbed onto silica and purified by silica gel chromatography (25-55percent EtO Ac/Heptane). 5-Bromo-6-chloropyridin-3-amine (1.85 g, 8.92 mmol, 70.6 per cent yield) was obtained as a yellow solid. | [References]
[1] Journal of Organic Chemistry, 2011, vol. 76, # 23, p. 9841 - 9844
[2] Synthesis, 1990, # 6, p. 499 - 501
[3] Patent: WO2012/66070, 2012, A1. Location in patent: Page/Page column 108 |
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