Full N,N-Methylation of 4,4′-Methylenedianiline with Dimethyl Carbonate: A Feasible Access to 4,4′-Methylene bis(N,N-Dimethylaniline)
| Autor: | Chanjuan Yin, Tao Li, Li Zhiqin, Haining Liu, Kunjie Wang, Xiushen Ye, Qiu Zegang, Jinhao Bai |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
4
4'-Methylenedianiline Article Subject 010405 organic chemistry chemistry.chemical_element Dimethylaniline General Chemistry Zinc N methylation 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Catalysis lcsh:Chemistry chemistry.chemical_compound lcsh:QD1-999 chemistry Yield (chemistry) Methylene Dimethyl carbonate |
| Zdroj: | Journal of Chemistry, Vol 2018 (2018) |
| ISSN: | 2090-9071 2090-9063 |
| Popis: | The full N,N-methylation of 4,4′-methylenedianiline (MDA) with dimethyl carbonate (DMC) was investigated. The yield of the major product 4,4′-methylene bis(N,N-dimethylaniline) (MBDMA) reached as high as 97% over NaY catalyst at 190°C for 6 h. The catalyst could be used for two more times with acceptable MBDMA yields higher than 90%. The main by-products were identified as three N-methylated derivatives. Surprisingly, the formation of the N-methoxycarbonylation product was extremely restrained, which could be produced in high yields of 98% on zinc acetate catalyst. Furthermore, the reaction pathway to the major product MBDMA was proposed. Finally, a feasible synthetic route of 4,4′-methylene bis(N,N-dimethylaniline) (MBDMA) was established, featuring a high yield, mild reaction conditions, and simple operations. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
| Nepřihlášeným uživatelům se plný text nezobrazuje | K zobrazení výsledku je třeba se přihlásit. |