Molecular Formula | C4H9Cl2N3 |
Molar Mass | 170.04 |
Melting Point | 240-242℃ |
Boling Point | 359℃ at 760 mmHg |
Storage Condition | Inert atmosphere,Room Temperature |
Hazard Symbols | Xi - Irritant![]() |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
Hazard Class | IRRITANT |
application | 2-ethylamine methylimidazole dihydrochloride is an organic synthesis intermediate and pharmaceutical intermediate, which can be used in laboratory research and development process and chemical production process. |
Preparation | 2-ethylaminomethylimidazole dihydrochloride was prepared as follows: 1) 1H-imidazol-2-formaldehyde The pH of the aqueous solution containing 1H-imidazol-2-formaldehyde hydrochloride was adjusted to 9.5 or 6.5 with NaOH. Then, a continuous extraction device was used to extract with dichloromethane. Finally, the organic layer was dried by anhydrous Na2SO4 and evaporated to dryness under reduced pressure. Solid 1H-imidazol-2-formaldehyde was crystallized from methanol/water (4.42g,92% g or 4.29g,89% at pH = 9.5 or 6.5, respectively) with yields (4.42g,92% g or 4.29g,89% at pH = 9.5 or 6.5, respectively). Melting point: 206-207 ℃. 2) 1H-imidazol-2-formaldehyde formaldehyde oxime dissolves imidazol-2-formaldehyde (2.0g,20.8mmol) in anhydrous ethanol (320mL), and then adds sodium carbonate (1.0g) and hydroxylamine hydrochloride (1.5g,21.6mmol) to the solution. The mixture was refluxed for 2h and the solvent was evaporated under reduced pressure. The crude product was purified by TLC silica chromatography using CH2Cl2/methanol (90 ∶ 10v/v) as eluent to give 1H-imidazol-2-formaldehyde oxime (1.43g,62%) in yellow solid form. Melting point: 171-172 ℃. 3) 2-ethylaminomethylimidazole dihydrochloride Sodium borohydride (200mg,5.3mmol) was added to a solution of 1 H-imidazol-2-formaldehyde formaldehyde oxime (1.0g,10.4mmol) of anhydrous ethanol (100mL). The mixture was stirred at 20°C for 2h, then poured on water (50mL), and the mixture was extracted with ethyl acetate (3 × 50mL). The combined organic layers were dried by anhydrous Na2SO4 and evaporated under reduced pressure to dryness. The crude product was crystallized from methanol/water to obtain 2-ethylamine methylimidazole dihydrochloride, which was a yellow solid (0.77g,75%). |