- Comparative Study of the 13C Nuclear Magnetic Resonance Shifts of Carbonyl and Thiocarbonyl Compounds
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The 13C spectra of nine novel and fifteen known derivatives YC(:X)Z with X = O or S are reported and compared with literature data.Two linear relationships between 13C=O and 13C=S are established depending on whether or not Y or Z is linked through an O atom to the C=X group.General equations for 13C=O and 13C=S in terms of the attached groups are also deduced.The 13C chemical shifts of n-butyl and n-octyl groups attached to the heteroatoms in this series of compounds are recorded and discussed.
- Katritzky, Alan R.,Sobiak, Stanislaw,Marson, Charles M.
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- Microfluidic electrosynthesis of thiuram disulfides
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An electrolytic approach to sodium dithiocarbamates based on a microfluidic reactor is proposed for the green synthesis of thiuram disulfides, which are versatile free radical initiators. The electro-oxidation reactions avoid the over-oxidation of sodium dithiocarbamates and the generation of waste salts, which have perplexed the industry for a long time. This microfluidic electrolysis method prevents solid deposition by introducing liquid-liquid Taylor flow into the microchannel, and promotes the synthesis efficiency of thiuram disulfides with the enlargement of the electrode-specific surface area. The highest yield of thiuram disulfide was 88% in the experiment without any oxidation by-products. The Faraday efficiencies of most reactions are higher than 96%, showing the excellent electronic utilization. In addition to improving the environmental friendliness of sodium dithiocarbamate oxidation, the electrosynthesis method helps to create a cyclic technology of thiuram disulfide synthesis via the combination of sodium dithiocarbamate generation in a packed bed reactor. The cyclic technology finally achieved >99% atom utilization in thiuram disulfide synthesis from secondary amines and carbon disulfide. This journal is
- Zheng, Siyuan,Wang, Kai,Luo, Guangsheng
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supporting information
p. 582 - 591
(2021/01/28)
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- Continuous-flow step-economical synthesis of thiuram disulfidesviavisible-light photocatalytic aerobic oxidation
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A continuous-flow photocatalytic synthesis of the industrially important thiuram disulfides has been developed, utilizing O2as the oxidant and Eosin Y as the photoredox catalyst. This highly atom- and step-economical method features much reduced reaction time as well as excellent product yield and purity, making it a sustainable and potentially scalable process for industrial production.
- Xu, Hao-Xing,Zhao, Ze-Run,Patehebieke, Yeersen,Chen, Qian-Qian,Fu, Shun-Guo,Chang, Shuai-Jun,Zhang, Xu-Xu,Zhang, Zhi-Liang,Wang, Xiao
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supporting information
p. 1280 - 1285
(2021/02/26)
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- Disulfiram as a potent metallo-β-lactamase inhibitor with dual functional mechanisms
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We report a promising NDM-1 inhibitor, disulfiram, which can covalently bind to NDM-1 by forming an S-S bond with the Cys208 residue. Its copper-containing metabolite in vivo, Cu(DTC)2, also inactivated NDM-1 through oxidizing the Zn(ii) thiolate site of the enzyme, therefore exhibiting dual functional inhibitory potential against B1 and B2 subclass MβLs.
- Chen, Cheng,Li, Jia-Qi,Sun, Le-Yun,Wu, Lin-Yu,Yang, Ke-Wu
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supporting information
p. 2755 - 2758
(2020/03/17)
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- Cerium ammonium nitrate-catalyzed aerobic oxidative coupling of dithiocarbamates: Facile synthesis of thioureas and bis(aminothiocarbonyl)disulfides
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Diverse disubstituted and trisubstituted thioureas were synthesized by the condensation of dithiocarbamate TEA (or DABCO) salts and amines using cerium ammonium nitrate (CAN) as a catalyst in high yields at room temperature. It is a one-pot method and it is unnecessary to isolate isothiocyanates. This reaction probably took place through nucleophilic addition of amines to isothiocyanates, which were generated by oxidative coupling of dithiocarbamates and the following decomposition of bis(aminothiocarbonyl)disulfides. When secondary amines and CS2served as the reactants, bis(aminothiocarbonyl)disulfides were obtained via tandem nucleophilic addition/oxidative coupling reactions in moderate to excellent yields. In all the coupling reactions, the oxidant was air and CAN possibly acted as an SET catalyst.
- Li, Tian-Tian,Song, Xiang-Hai,Wang, Mei-Shuang,Ma, Ning
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p. 40054 - 40060
(2014/12/10)
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- Reduced graphene oxide as recyclable catalyst for synthesis of Bis(aminothiocarbonyl)disulfides from secondary amines and carbon disulfide
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The reaction of secondary amines with CS2 under mild conditions using reduced graphene oxide (rGO) as a green catalyst was reported, which provided an efficient access to the one-pot synthesis of bis(aminothiocarbonyl) disulfides. The rGO can be recycled at least four times without any loss of catalytic activity. A plausible mechanism was proposed.
- Wang, Meishuang,Song, Xianghai,Ma, Ning
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p. 1233 - 1239
(2014/07/21)
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- Carbon tetrabromide promoted reaction of amines with carbon disulfide: Facile and efficient synthesis of thioureas and thiuram disulfides
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A novel carbon tetrabromide promoted one-pot reaction of amines and carbon disulfide under mild conditions has been developed, which provides a straightforward and efficient access to thioureas and thiuram disufides, depending on the nature of the amines employed. The promotion effect is explained as the transient formation of a sulfenyl bromide intermediate from dithiocarbamate and carbon tetrabromide during the reaction. Georg Thieme Verlag Stuttgart · New York.
- Liang, Fushun,Tan, Jing,Piao, Chengri,Liu, Qun
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experimental part
p. 3579 - 3584
(2009/07/04)
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- Combinations for the treatment of fungal infections
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The invention features methods and compositions for treating a patient diagnosed with, or at risk for developing, a fungal infection.
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- Method for preparing stearically hindered aryl phosphites
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A new process is disclosed for the manufacture of hindered aryl phosphites using derivatives of mercaptothiazole or dithiocarbamic acid as catalysts. Ortho-tertiary alkyl aryl phosphites are produced by the reaction of a phosphorus trihalide with an ortho-tertiary alkyl phenolic compound in the presence of the aforementioned catalysts.
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- Preparation of tetraalkylthiuram disulfides
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A tetraalkylthiuram disulfide is prepared in a higher yield without formation of by-products by subjecting the corresponding alkali metal dialkyldithiocarbamate to electrolytic oxidation, which is carried out in a two-layer electrolytic solution consisting essentially of either (1) water and carbon disulfide or (2) water and a mixture of carbon disulfide and a halogenated alkane of higher density than water, the carbon disulfide being predominant in the mixture, by means of electrodes placed in the aqueous layer containing the dialkyldithiocarbamate. The resulting disulfide is extracted to the lower layer of the electrolytic solution and is recovered from the layer. The dialkyldithiodicarbamate can be continuously produced in situ by adding carbon disulfide and dialkylamine gradually to the aqueous layer of the electrolytic solution, which contains an alkalimetal hydroxide produced during the electrolytic oxidation of the dialkyldithiocarbamate.
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- Pesticidal compositions containing phosphoric esters and divalent sulphur compounds
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Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.
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