| Identification | More | [Name]
2-Amino-5-bromopyridine | [CAS]
1072-97-5 | [Synonyms]
2-AMINO-5-BROMOPYRIDINE
5-BROMO-2-AMINOPYRIDINE
5-BROMOPYRIDIN-2-AMINE
5-BROMO-PYRIDIN-2-YLAMINE
AKOS BBS-00004444
LABOTEST-BB LT00129606
TIMTEC-BB SBB003823
5-bromo-2-pyridylamine
2-AMINO-5-BROMOPYRDIDINE
AMINO-5-BROMOPYRIDINE
2-AMINO-5-BROMOPYRIDINE 98%
2-AMINO-5-BROMOPYRIDINE 5-BROMOPYRIDIN-2-YLAMINE
5-BROMOPHTHALIDE
2-Amino-5-bromopyridine ,98% | [EINECS(EC#)]
214-019-9 | [Molecular Formula]
C5H5BrN2 | [MDL Number]
MFCD00006323 | [Molecular Weight]
173.01 | [MOL File]
1072-97-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
133-138 °C (lit.) | [Boiling point ]
230.9±20.0 °C(Predicted) | [density ]
1.6065 (rough estimate) | [refractive index ]
1.5182 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Crystalline Powder | [pka]
4.65±0.13(Predicted) | [color ]
White to beige | [Water Solubility ]
Soluble in methanol, chloroform, ethyl acetate. Slightly soluble in water. | [Detection Methods]
HPLC | [BRN ]
108737 | [InChI]
InChI=1S/C5H5BrN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8) | [InChIKey]
WGOLHUGPTDEKCF-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Br)C=C1 | [CAS DataBase Reference]
1072-97-5(CAS DataBase Reference) | [EPA Substance Registry System]
1072-97-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [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:Wear suitable protective clothing . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
2
| [F ]
10 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
2-Amino-5-bromopyridine is used for the synthesis of polycyclic azaarenes. | [General Description]
2-Amino-5-bromopyridine is a brominated aromatic amine reagent and is used for labeling of model reducing-end oligosaccharides via reductive amination. | [Synthesis]
General procedure for the synthesis of 2-amino-5-bromopyridine from 5-bromo-2-nitropyridine: 5-bromo-2-nitropyridine (0.6 mmol), 5 wt% Pd/C (0.5 mol%, 0.003 mmol), H2O (10 equiv, 6.0 mmol), B2(OH)4 (3.3 equiv, 2.0 mmol) and CH3CN ( 1.0 mL) were added to a 10 mL reaction tube. The reaction mixture was stirred at 50 °C for 24 hours. The progress of the reaction was monitored by TLC and when the reaction was complete, the mixture was cooled to room temperature. Water (5 mL) was added and extracted with EtOAc (3 x 5 mL). The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the target product 2-amino-5-bromopyridine (55 mg, 99% yield). | [References]
[1] Tetrahedron, 2017, vol. 73, # 27-28, p. 3898 - 3904
[2] Organic Process Research and Development, 2017, vol. 21, # 2, p. 247 - 252
[3] Organic Letters, 2016, vol. 18, # 11, p. 2774 - 2776
[4] ACS Catalysis, 2015, vol. 5, # 3, p. 1526 - 1529
[5] Yakugaku Zasshi, 1952, vol. 72, p. 381 |
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