4-溴-2-氰基嘧啶
4-Bromo-pyridine-2-carbonitrile
CAS: 62150-45-2
Molecular Formula: C6H3BrN2
4-溴-2-氰基嘧啶 - Names and Identifiers
| Name | 4-Bromo-pyridine-2-carbonitrile |
| Synonyms | AURORA 23233 OTAVA-BB BB7110952495 4-Bromopicolinonitrile 4-BROMO-2-CYANOPYRIDINE 4-Bromopyridine-2-carbonitrile 4-BroMo-2-pyridinecarbonitrile 4-Bromo-pyridine-2-carbonitrile 4-BROMO-PYRIDINE-2-CARBONITRILE 2-pyridinecarbonitrile, 4-bromo- 4-Bromo-2-cyanopyridine, 4-Bromopicolinonitrile |
| CAS | 62150-45-2 |
| EINECS | 688-035-3 |
| InChI | InChI=1/C8H8BrNO2/c1-2-12-8(11)7-5-6(9)3-4-10-7/h3-5H,2H2,1H3 |
4-溴-2-氰基嘧啶 - Physico-chemical Properties
| Molecular Formula | C6H3BrN2 |
| Molar Mass | 183.01 |
| Density | 1.72±0.1 g/cm3(Predicted) |
| Melting Point | 82-84°C |
| Boling Point | 265.3±20.0 °C(Predicted) |
| Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
| Appearance | Solid |
| Color | Off-White to Light Beige |
| pKa | -2.73±0.10(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.544 |
| MDL | MFCD04065805 |
4-溴-2-氰基嘧啶 - Risk and Safety
| UN IDs | 3439 |
| Hazard Class | 6.1 |
| Packing Group | Ⅲ |
4-溴-2-氰基嘧啶 - Reference Information
| Application | 4-bromopyridine-2-carbonitrile, 4-bromo-2-cyanopyridine. 4-bromopyridine-2-carbonitrile 4-bromopyridine 1-oxide can be prepared from 4-bromopyridine hydrochloride by first oxidation and then cyano substitution to give 4-bromopyridine-2-carbonitrile. 4-bromopyridine-2-carbonitrile can be used as a starting material for the synthesis of the antitumor drug sorafenib. |
| preparation | A. 4-bromopyridine 1-oxide at room temperature. To a suspension of 4-bromopyridine hydrochloride (5.0g,25.9mmol) in dichloromethane (50ml) was added triethylamine (2.62g,25.9mmol). After stirring for 0.5H, 3-chloroperoxybenzoic acid (4.46g,25.9mmol) was added portionwise and the reaction mixture was stirred for 5h at room temperature. The solution was washed with saturated aqueous sodium thiosulfate (30ml), saturated aqueous sodium carbonate (30ml) and brine (30ml) and dried over sodium sulfate. The solvent was removed under reduced pressure to give the crude product, which was purified by chromatography on silica gel (eluting with 50-100% ethyl acetate in methanol) to give 4-bromopyridine 1-oxide as a solid (2.1g,44.8% yield).. B .4-bromopyridine-2-carbonitrile. 4-bromopyridine 1-oxide (2.0g,11.56mmol), trimethylsilyl cyanide (3.43g,34.68mmol) and triethylamine (2.34g,23.12mmol) in acetonitrile (10ml) the mixture was stirred at 110 °c for 3H under nitrogen. The reaction mixture was concentrated under reduced pressure and the residue was purified on a silica gel column eluting with 20% ethyl acetate in petroleum ether to give 4-bromopyridine-2-carbonitrile (1.52g,72.4% yield). |
Last Update：2024-04-09 15:16:52
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View History
4-溴-2-氰基嘧啶
1-(4,6-DIMETHYLPYRIMIDIN-2-YL)-N-[2-(4-(METHYLSULFONYL)PHENYL)ETHYL]PIPERIDINE-4-CARBOXAMIDE
N1-{3-[(2,5,6-TRICHLOROPYRIMIDIN-4-YL)AMINO]PHENYL}-4-METHYLBENZENE-1-SULPHONAMIDE
6-氯-4-甲氧基吡啶-2-羧酸甲酯
C.I. Disperse Red 17
Trimethyl (p-nitrophenoxy)lead
ART-CHEM-BB B022140
10-HYDROXYCAMPTOTHECIN ACETATE
Optisal Red 7B
CALCIUM EDTA
1-(4,6-DIMETHYLPYRIMIDIN-2-YL)-N-[2-(4-(METHYLSULFONYL)PHENYL)ETHYL]PIPERIDINE-4-CARBOXAMIDE
N1-{3-[(2,5,6-TRICHLOROPYRIMIDIN-4-YL)AMINO]PHENYL}-4-METHYLBENZENE-1-SULPHONAMIDE
6-氯-4-甲氧基吡啶-2-羧酸甲酯
C.I. Disperse Red 17
Trimethyl (p-nitrophenoxy)lead
ART-CHEM-BB B022140
10-HYDROXYCAMPTOTHECIN ACETATE
Optisal Red 7B
CALCIUM EDTA