| Identification | More | [Name]
3-Bromo-4-chloropyridine | [CAS]
36953-42-1 | [Synonyms]
3-BROMO-4-CHLOROPYRIDINE
4-CHLORO-3-BROMOPYRIDINE | [EINECS(EC#)]
690-646-5 | [Molecular Formula]
C5H3BrClN | [MDL Number]
MFCD00234008 | [Molecular Weight]
192.44 | [MOL File]
36953-42-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow needles | [Melting point ]
17.5-18.5 °C | [Boiling point ]
115 °C(Press: 20 Torr) | [density ]
1.19 | [refractive index ]
1.453 | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
Liquid After Melting | [pka]
1.74±0.10(Predicted) | [color ]
Clear colorless to yellow | [InChI]
InChI=1S/C5H3BrClN/c6-4-3-8-2-1-5(4)7/h1-3H | [InChIKey]
QADXKWUCCGPQNR-UHFFFAOYSA-N | [SMILES]
C1=NC=CC(Cl)=C1Br | [CAS DataBase Reference]
36953-42-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust . | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow needles | [Uses]
3-Bromo-4-chloropyridine can be used as a bulk drug intermediate in pharmaceutical synthesis.
| [Synthesis]
Example 543A Synthesis of 3-bromo-4-chlorofuro[3,2-c]pyridine: 4-Chlorofuro[3,2-c]pyridine (commercially available, 10.60 g, 69 mmol) was dissolved in carbon tetrachloride (135 mL) and cooled to -15°C. Bromine (12.13 g, 80 mmol) was added dropwise over 15 min. The reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the solvent was removed under vacuum. The residue was dissolved in methanol (250 mL), 20% aqueous sodium hydroxide solution (35 mL) was added and stirring was continued for 1 hour at room temperature. Subsequently, methanol was removed under vacuum and the residue was partitioned between water (100 mL) and dichloromethane (50 mL). The organic layers were combined, dried over anhydrous magnesium sulfate, and the solvent was removed in vacuo to afford 3-bromo-4-chlorofuro[3,2-c]pyridine 15.45 g (96% yield) as a solid. Mass spectrum (ESI(+)) m/e 232,234 (M + H)+. | [References]
[1] Patent: US2005/26944, 2005, A1 |
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