- Selectfluor-mediated oxidative methylenation of amide with N, N -dimethylpropanamide for N, N ′-methylenebisamide synthesis
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A simple and efficient approach for the synthesis of N,N′-methylenebisamides through a Selectfluor-mediated oxidative reaction of aromatic amides and N,N-dimethylpropanamide (DMP) is described. Remarkable results clearly reveal that DMP plays a dual role in this reaction, as both a one-carbon source and an environment-friendly solvent. Moreover, the process provides new strategies for the synthesis of bisamides with advantages of operationally simple, insensitive to atmospheric conditions, and good to high yields.
- Cao, Yue,Zhou, Dongheng,Ma, Yongmin
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- A methylene-bis-amide derivatives method for the preparation of
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The invention belongs to the technical field of bisamide organic compounds and discloses a methylenebisamide derivative and a preparation method thereof. The structural formula of the methylenebisamide derivative is shown in the specification. The preparation method comprises the following steps: with benzamide and N, N-dimethylacetamide as reactants, putting the reactants in a reactor, adding water, sodium persulfate and ceric ammonium nitrate and carrying out reaction for 12h at the temperature of 110 DEG C in the air atmosphere to obtain the methylenebisamide compound. According to the preparation method disclosed by the invention, with water as a solvent, the preparation method is environmentally friendly and green; the synthetic method is simple in operation, efficient in reaction, high in reaction selectivity, small in amount of by-products and suitable for industrial production and has the yield generally being 43-86 percent.
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Paragraph 0027; 0028; 0029
(2016/10/09)
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- Ammonium persulfate activated DMSO as a one-carbon synthon for the synthesis of methylenebisamides and other applications
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Activation of DMSO to work as an economical and environmentally benign one-carbon synthon has been achieved by using a bench-top reagent ammonium persulfate for general and efficient access to symmetrical methylenebisamides from primary amides. This methodology was used to achieve a three-component Mannich reaction using acetophenone, saccharin and DMSO to furnish a β-amino ketone. It also provided a metal-free synthesis of thiadiazole and bis(phenyl)methane. Effectively, this method uses DMSO as a safer surrogate to formaldehyde. A mechanism for methylenebisamide formation involving radical intermediates has been proposed based on mechanistic studies.
- Mahajan, Pankaj S.,Tanpure, Subhash D.,More, Namita A.,Gajbhiye, Jayant M.,Mhaske, Santosh B.
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p. 101641 - 101646
(2015/12/08)
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- A convenient and clean synthesis of methylenebisamides and carbinolamides over zeolites in aqueous media
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A simple, efficient and environmentally benign protocol for the synthesis of methylenebisamides and carbinolamides in high yields from aromatic amides and formaldehyde in the presence of heterogeneous catalysts (Hβ and NaY zeolites) using water as a solvent is demonstrated. Moreover, the catalyst is recyclable and can be reused without significant loss in its catalytic activity.
- Mameda, Naresh,Marri, Mahender Reddy,Peraka, Swamy,Macharla, Arun Kumar,Kodumuri, Srujana,Chevella, Durgaiah,Naresh, Gutta,Nama, Narender
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