Name | 4-Pyridinamine, 2-bromo- |
Synonyms | AKOS BBS-00001327 IFLAB-BB F1371-0175 2-bromo-4-pyridinamin 2-Bromo-4-pyridinamine 2-BROMO-4-PYRIDYLAMINE 2-BROMOPYRIDIN-4-AMINE 2-BROMO-4-PYRIDINAMINE 2-bromopyridin-4-amine 4-Amino-2-bromopyridine 2-Bromo-4-aminopyridine 4-Pyridinamine, 2-bromo- 2-Bromo-pyridin-4-ylamine 2-BROMO-PYRIDIN-4-YLAMINE |
CAS | 7598-35-8 |
EINECS | 629-178-3 |
InChI | InChI=1/C5H5BrN2/c6-5-3-4(7)1-2-8-5/h1-3H,(H2,7,8) |
InChIKey | GNTGEMWEXKBWBX-UHFFFAOYSA-N |
Molecular Formula | C5H5BrN2 |
Molar Mass | 173.01 |
Density | 1.710±0.06 g/cm3(Predicted) |
Melting Point | 92-96 °C |
Boling Point | 321.3±22.0 °C(Predicted) |
Flash Point | 148.1°C |
Water Solubility | Slightly soluble in water. |
Vapor Presure | 0.000301mmHg at 25°C |
Appearance | White to or orange crystals |
Color | White to pale brown to orange |
BRN | 108928 |
pKa | 4.89±0.30(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Refractive Index | 1.636 |
MDL | MFCD01646061 |
Risk Codes | R22 - Harmful if swallowed R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36/37/38 - S36 - Wear suitable protective clothing. S36/37 - Wear suitable protective clothing and gloves. |
WGK Germany | 3 |
HS Code | 29333990 |
Hazard Note | Harmful/Irritant |
Hazard Class | IRRITANT |
Introduction | 4-amino-2-bromopyridine has a melting point of 92 degrees to 96 degrees, the boiling point is 321.3±22.0 °C at 760 mmHg, and the appearance is yellow or light yellow solid powder under normal temperature and pressure, which is commonly used as an intermediate in organic synthesis. 4-amino-2-bromopyridine is a commercial organic Synthon that is generally soluble in common organic solvents such as ethyl acetate, methylene chloride, and dimethyl sulfoxide and is practically insoluble in water. |
Use | 4-amino-2-bromopyridine is a common intermediate in organic synthesis. Pyridine units are commonly found in biologically active molecules, and therefore the compounds are often used in the modification and derivatization reactions of drug molecules and biologically active molecules. The bromine unit in this structure can be converted to an aryl group by Suzuki coupling, or it can be converted to a boron unit by boration reaction, followed by a series of boron conversions. Amino groups on the pyridine ring are often used to form amide bonds to link pyridine molecules to drug molecules and bioactive molecules. |
synthesis method | for the synthesis of 4-amino-2-bromopyridine, the conventional synthesis method is starting from its precursor 2-bromo-4-nitropyridine, by converting the nitro group into amino group under the reduction of the metal element, and the commonly used reduction combination is iron powder plus acetic acid, magnesium powder was added with titanium tetrachloride and the like. Generally speaking, the combination of iron powder and acetic acid needs to be carried out at a high temperature. After the reaction, the pyridine and the proton acid will form a salt, so the post-treatment process needs to adjust the pH value of the reaction, the target product is released from the salt form. |
Environmental hazard | 4-amino-2-bromopyridine is a halogen-containing organic heterocyclic compound, there is a greater risk to the water environment, not to allow undiluted or large amounts of product contact with groundwater, water channels or sewage systems. |