- Effective synthesis of dimethylhexane-1,6-dicarbamate from 1,6-hexanediamine and dimethyl carbonate using 3-amino-1,2,4-triazole potassium as a solid base catalyst at ambient temperature
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A new basic catalyst 3-amino-1,2,4-triazole potassium (KATriz) was prepared, characterized and employed for synthesis of dimethylhexane 1,6-dicarbamate (MHDC) by methoxycarbonylation of 1,6-hexanediamine (HDA) and dimethyl carbonate (DMC). Results showed that KATriz exhibited high catalytic activity and selectivity, 100% HDA conversion with nearly 100% MHDC selectivity that could be obtained at room temperature. The catalyst can be reused for several runs without any deactivation. Besides, the influence of reaction conditions, the structure of amines and the possible catalytic mechanism were also investigated.
- Wang, Peixue,Fei, Yuqing,Li, Qinghe,Deng, Youquan
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p. 6681 - 6686
(2018/06/08)
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- Methoxycarbonylation of aliphatic diamines with dimethyl carbonate promoted by in situ generated hydroxide ion: A mechanistic consideration
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The methoxycarbonylation reactions of aliphatic diamines with dimethyl carbonate are accelerated greatly in the presence of water. Theoretical investigations on the mechanistic aspects of the methoxycarbonylation of 1,6-hexanediamine strongly suggest that the hydroxide ion, generated in situ from the interaction of 1,6-hexanediamine with water, is an active catalytic species and plays a pivotal role in the rate-determining hydrogen abstraction step from the amino group.
- Kim, Dae Won,Huh, Eun Soo,Park, Sang Do,Nguyen, Ly Vinh,Nguyen, Mai Dao,Kim, Hoon Sik,Cheong, Minserk,Nguyena, Dinh Quan
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experimental part
p. 440 - 446
(2010/06/13)
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- Synthesis of Dithiols as Reducing Agents for Disulfides in Neutral Aqueous Solution and Comparison of Reduction Potentials
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Several dithiols have been prepared that are useful for the reduction of disulfides in aqueous solution.The reduction potential of these thiols have been determined from the measurement of the equilibrium constant of thiol/disulfide interchange with oxidized dithiothreitol using a 1H NMR assay.The values of pKa of some of the dithiols were measured to estimate their rate of reduction of disulfides.Bis(2-mercaptoethyl) sulfone (2), N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (5), and meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide (6) are especially interesting as alternatives to dithiothreitol for the reduction of disulfides.
- Lamoureux, Guy V.,Whitesides, George M.
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p. 633 - 641
(2007/10/02)
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