2-Amino-6-methylpyridine
2-Amino-6-picoline
CAS: 1824-81-3
Molecular Formula: C6H8N2
2-Amino-6-methylpyridine - Names and Identifiers
| Name | 2-Amino-6-picoline |
| Synonyms | 6-Amino-2-picoline 2-Amino-6-picoline 6-methylpyridin-2-amine 6-methyl-2-pyridylamine 6-Methyl-2-aminopyridine 2-Amino-6-methylpyridine |
| CAS | 1824-81-3 |
| EINECS | 217-360-1 |
| InChI | InChI=1/C6H8N2/c1-5-3-2-4-6(7)8-5/h2-4H,1H3,(H2,7,8) |
2-Amino-6-methylpyridine - Physico-chemical Properties
| Molecular Formula | C6H8N2 |
| Molar Mass | 108.14 |
| Density | 1.068g/cm3 |
| Melting Point | 40-45℃ |
| Boling Point | 208.5°C at 760 mmHg |
| Flash Point | 103.3°C |
| Vapor Presure | 0.213mmHg at 25°C |
| Appearance | Yellow solid |
| Storage Condition | 2-8℃ |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 1.574 |
| MDL | MFCD00006331 |
| Physical and Chemical Properties | Melting point 40-45°C boiling point 208-209°C flash point 103°C |
| Use | For organic synthesis, used as pharmaceutical, dye intermediates |
2-Amino-6-methylpyridine - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 1759 |
2-Amino-6-methylpyridine - Upstream Downstream Industry
2-Amino-6-methylpyridine - Introduction
Easily soluble in water, soluble in most organic solvents such as alcohol, ether, acetone and benzene, soluble in chlorinated solvents, slightly soluble in xylene. It's hygroscopic.
Last Update：2022-10-16 17:14:33
2-Amino-6-methylpyridine - Nature
| storage conditions | Keep in dark place,Inert atmosphere,Room temperature |
| acidity coefficient (pKa) | pK1: 7.41( 1) (25°C) |
| morphology | Crystalline Low Melting Solid |
| color | Yellow |
| water solubility | very faint turbidity |
| sensitivity | Hygroscopic |
| BRN | 107048 |
| InChIKey | QUXLCYFNVNNRBE-UHFFFAOYSA-N |
| NIST chemical information | 2-Pyridinamine, 6-methyl-(1824-81-3) |
| EPA chemical information | 2-Pyridinamine, 6-methyl- (1824-81-3) |
Last Update：2024-04-09 01:59:50
2-Amino-6-methylpyridine - Uses and synthesis methods
introduction
5-bromo-2-methylpyridine is an important pharmaceutical intermediate, which has broad prospects in the production of cardiovascular and cerebrovascular drugs and respiratory drugs, and has huge market potential.
use
2-amino -6-methylpyridine is an important organic intermediate. It is an important raw material for the synthesis of nerve growth factor receptor TrkA inhibitor 2-amino -5-(thioaryl) thiazole. It shows anti-proliferation effect on tumors. It is a precursor for the synthesis of erythromycin derivatives. It has a good effect on Staphylococcus aureus, Streptococcus pneumoniae and Streptococcus pyogenes.
chemical properties
white or yellowish crystals. Melting point 41 ℃, boiling point 208-209 ℃, relative density 1.0432(45/4 ℃). Easily soluble in water, soluble in alcohol, ether, acetone, benzene and other organic solvents. It's hygroscopic.
use
1. Pharmaceutical intermediates. It is used in the production of nalidixic acid, but also in organic synthesis, the manufacture of dyes and photographic developers.
2. Used in organic synthesis, used as an intermediate in medicine and dyes
3, 2-amino-6-methylpyridine is used to make photographic developers, dyes and drugs.
production method
It is obtained by 2-methylpyridinylation. Put the liquid ammonia into the reaction tank, add high-iron nitrate, slowly add small pieces of metal sodium after stirring, and continue stirring for 3 hours after adding. Ammonia is discharged naturally until the reaction liquid is in the form of a slurry to obtain ammonia sodium liquid. Add anhydrous xylene to sodium ammonia, stir and heat up, and evaporate to remove residual ammonia. When the temperature is raised to 120 ℃, 2-methylpyridine is added dropwise, and the temperature is kept at 124-129 ℃ for 10h. Slowly add appropriate amount of water to hydrolyze at 90-100 ℃, stir for half an hour after hydrolysis, stand and separate the xylene layer, distill and recover xylene, and then distill under reduced pressure to collect 90-120 ℃(1.33-2.67kPa) fraction, I .e. 2-amino -6-methylpyridine. 72% yield.
category
toxic substances
toxicity classification
High toxicity
acute toxicity
oral-rat LD50: 100 mg/kg; subcutaneous-mouse LD50: 52 mg/kg
flammability hazard characteristics
Flammable; combustion produces toxic nitrogen oxide smoke
storage and transportation features
Warehouse ventilation and low temperature drying
fire extinguishing agent
Dry powder, foam, sand, carbon dioxide, mist water
Last Update：2024-04-10 22:41:56
2-Amino-6-methylpyridine - Security information
| WGK Germany | 3 |
| RTECS number | US1885000 |
| F | 10-21 |
| TSCA | Yes |
| HazardClass | 6.1 |
| PackingGroup | II |
| customs code | 29333999 |
Last Update：2024-04-10 22:29:15
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View History
Raw Materials for 2-Amino-6-methylpyridine
Downstream Products for 2-Amino-6-methylpyridine
3-AMINO-2-METHOXY-6-PICOLINE
3-BROMO-6-METHOXY-2-METHYL-5-NITROPYRIDINE
3-Amino-6-methoxypyridine-2-carboxylic acid
3,6-DICHLORO-4-HYDROXYPYRIDINE-2-CARBOXYLIC ACID
2-CHLORO-5-FLUOROPYRIDINE-6-CARBOXYLIC ACID
6-AMINO-3-BROMO-2-METHYL-5-NITRO-PYRIDINE
6-METHYL-PYRIDINE-2,5-DIAMINE
2-Amino-6-nitropyridine
6-Methylpyridine-2-carbonitrile
6-NITROPYRIDINE-2-CARBOXAMIDE
6-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLIC ACID
2-Hydroxy-6-methyl-5-nitropyridine
6-METHYLPYRIDINE-2-BORONIC ACID
6-NITROPYRIDINE-2-CARBONYL CHLORIDE
2-FLUORO-6-PYRIDINECARBONYL CHLORIDE
3-BROMO-6-METHOXY-2-METHYL-5-NITROPYRIDINE
3-Amino-6-methoxypyridine-2-carboxylic acid
3,6-DICHLORO-4-HYDROXYPYRIDINE-2-CARBOXYLIC ACID
2-CHLORO-5-FLUOROPYRIDINE-6-CARBOXYLIC ACID
6-AMINO-3-BROMO-2-METHYL-5-NITRO-PYRIDINE
6-METHYL-PYRIDINE-2,5-DIAMINE
2-Amino-6-nitropyridine
6-Methylpyridine-2-carbonitrile
6-NITROPYRIDINE-2-CARBOXAMIDE
6-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLIC ACID
2-Hydroxy-6-methyl-5-nitropyridine
6-METHYLPYRIDINE-2-BORONIC ACID
6-NITROPYRIDINE-2-CARBONYL CHLORIDE
2-FLUORO-6-PYRIDINECARBONYL CHLORIDE