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Full N, N-Methylation of 4,4 '-Methylenedianiline with Dimethyl Carbonate: A Feasible Access to 4,4 '-Methylene bis(N, N-Dimethylaniline)
Qiu, Zegang1; Wang, Kunjie2; Li, Zhiqin1; Li, Tao1; Bai, Jinhao1; Yin, Chanjuan1; Ye, Xiushen3; Liu, Haining3
2018
Source PublicationJOURNAL OF CHEMISTRY
SubtypeArticle
AbstractThe 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 degrees C for 6h. 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.
WOS HeadingsScience & Technology ; Physical Sciences
WOS KeywordPHOTOINDUCED ELECTRON-TRANSFER ; FUNCTIONALIZED ANILINES ; NAY FAUJASITE ; ZINC ACETATE ; AMINES ; METHOXYCARBONYLATION ; SELECTIVITY ; CATALYSTS ; KINETICS
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000431322000001
Citation statistics
Document Type期刊论文
Identifierhttp://ir.isl.ac.cn/handle/363002/6465
Collection青海盐湖研究所知识仓储
盐湖资源与化学实验室
Affiliation1.Xian Shiyou Univ, Coll Chem & Chem Engn, Xian 710065, Shaanxi, Peoples R China
2.Xian Aerosp Composites Res Inst, Xian 710025, Shaanxi, Peoples R China
3.Chinese Acad Sci, Qinghai Inst Salt Lakes, Xining 810008, Qinghai, Peoples R China
Recommended Citation
GB/T 7714
Qiu, Zegang,Wang, Kunjie,Li, Zhiqin,et al. Full N, N-Methylation of 4,4 '-Methylenedianiline with Dimethyl Carbonate: A Feasible Access to 4,4 '-Methylene bis(N, N-Dimethylaniline)[J]. JOURNAL OF CHEMISTRY,2018.
APA Qiu, Zegang.,Wang, Kunjie.,Li, Zhiqin.,Li, Tao.,Bai, Jinhao.,...&Liu, Haining.(2018).Full N, N-Methylation of 4,4 '-Methylenedianiline with Dimethyl Carbonate: A Feasible Access to 4,4 '-Methylene bis(N, N-Dimethylaniline).JOURNAL OF CHEMISTRY.
MLA Qiu, Zegang,et al."Full N, N-Methylation of 4,4 '-Methylenedianiline with Dimethyl Carbonate: A Feasible Access to 4,4 '-Methylene bis(N, N-Dimethylaniline)".JOURNAL OF CHEMISTRY (2018).
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