Name | N-Methyl-3-pyridinamine |
Synonyms | 3-METHYLAMINOPYRIDINE methyl(3-pyridyl)amine N-Methyl-3-pyridinamine N-methylpyridin-3-amine n-methyl-3-pyridinamine 3-(Methylamino)pyridine 3-Pyridinamine,N-methyl- METHYL-PYRIDIN-3-YL-AMINE 1-(pyridin-3-yl)methanamine N-methyl-N-(3-pyridyl)amine |
CAS | 18364-47-1 |
EINECS | 223-091-0 |
InChI | InChI=1/C6H8N2/c1-7-6-3-2-4-8-5-6/h2-5,7H,1H3 |
Molecular Formula | C6H8N2 |
Molar Mass | 108.14 |
Density | 1.06g/ml |
Melting Point | 201 °C |
Boling Point | 110°C/7mmHg(lit.) |
Flash Point | 82.8°C |
Vapor Presure | 0.165mmHg at 25°C |
Appearance | Liquid |
Color | Yellow |
Maximum wavelength(λmax) | ['299nm(H2O)(lit.)'] |
pKa | pK1:8.70(+1) (30°C) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Refractive Index | 1.5840 to 1.5880 |
Risk Codes | 43 - May cause sensitization by skin contact |
Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
HS Code | 29333990 |
Hazard Class | 6.1 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
Application | 3-methylaminopyridine is an organic intermediate, which can be prepared from 3-aminopyridine as a raw material to first prepare 4-methyl-N-(pyridine-3-yl) benzenesulfonamide, and then methylate to prepare N, 4-dimethyl-N-(pyridine-3-yl) benzenesulfonamide, then deprotected to obtain 3-methylaminopyridine. |
preparation | (1) preparation of 4-methyl-N-(pyridine -3-yl) benzenesulfonamide 3-aminopyridine (14.1g,0.15mol) and chloro-toluenesulfonate (30g,0.157mol) are dissolved in 20mL pyridine, reacted at 100 ℃ for 2 hours, cooled, poured the reaction solution into ice water, and precipitated solids, extraction filtration and recrystallization of anhydrous ethanol to obtain 36g of white solid with 96.7% yield. (2) Preparation of N,4-dimethyl-N-(pyridine -3-yl) benzenesulfonamide 4-methyl-N-(pyridine -3-yl) benzenesulfonamide (4.96g,20mmol) and potassium carbonate (5.52g,40mmol) are heated and refluxed in 40mL of acetone, methyl iodide (5.67g,40mol) is dripped into the reaction solution within half an hour, and the refluxing reaction is continued for 2 hours, cooling, suction filtration, acetone washing solid, concentration of filtrate, brown oil 4.7g, 89.5% yield. (3) Preparation of 3-methylaminopyridine Dissolve N, 4-dimethyl-N-(pyridine -3-yl) benzenesulfonamide (4.96g,18.9mmol) in 80% concentrated sulfuric acid (20mL), react at 100 ℃ for 4 hours, cool, adjust the pH value of the reaction liquid with ammonia to 9, extract with ethyl acetate, dry with anhydrous sodium sulfate, and concentrate under reduced pressure to obtain 1.86g of brown oil, 91.0% yield. |