85600-11-9Relevant academic research and scientific papers
Environmentally benign decarboxylative: N-, O-, and S-Acetylations and acylations
Ghosh, Santanu,Purkait, Anisha,Jana, Chandan K.
supporting information, p. 8721 - 8727 (2020/12/30)
An operationally simple and general method for acetylation and acylation of a wide variety of substrates (amines, alcohols, phenols, thiols, and hydrazones) has been reported. Meldrum's acid and its derivatives have been used as an air-stable, non-volatile, cost-effective, and easy to handle acetylating/acylating agent. Easily separable byproducts (CO2 and acetone) allowed the isolation of analytically pure acetylated products without the requirement of work-up and any chromatography. This journal is
Photocatalyst-free Synthesis of Indazolones under CO2 Atmosphere
Yang, Tianbao,Lu, Huiai,Qiu, Renhua,Hong, Ling,Yin, Shuang-Feng,Kambe, Nobuaki
supporting information, p. 1436 - 1442 (2019/03/26)
A convenient photocatalyst-free method for the synthesis of redox-active 1,2-dihydro-3H-indazol-3-one derivatives from (2-nitroaryl)methanol and amines was developed. The reaction proceeded efficiently at room temperature by irradiation of UV light under CO2 atmosphere (1.0 atm, flow) without any photocatalysts or additives. This mild, operationally simple method shows wide functional tolerance. The carbamate formed in situ from CO2 and amine is proposed to be the key of this reaction. Some of these compounds synthesized by the present method were found to exhibit high anticancer activities, which can lower the viability of cancerous cell lines such as HeLa, MCF-7 and U87.
Preparation and application of ammonium salt
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Paragraph 0010, (2019/07/04)
The invention discloses an ammonium salt. The structural formula of the ammonium salt is shown in the specification. A synthesizing method of the ammonium salt comprises the following steps: refluxingand carrying out reaction between 5 mmol of 1-phenyl-1,
Atmospheric Pressure of CO2 as Protecting Reagent and Reactant: Efficient Synthesis of Oxazolidin-2-ones with Carbamate Salts, Aldehydes and Alkynes
Yu, Bing,Cheng, Bin-Bin,Liu, Wei-Qi,Li, Wei,Wang, Shan-Shan,Cao, Jie,Hu, Chang-Wen
, p. 90 - 97 (2016/01/25)
Carbon dioxide (CO2) has been wildly employed as an environmentally benign C1 resource for organic synthesis in the recent years. The capture of CO2 with primary amines easily provides the corresponding carbamate salts. We described herein that carbamate salts are a useful reactant for the synthesis of oxazolidin-2-ones via the reaction with aromatic aldehydes and aromatic terminal alkynes. A variety of oxazolidin-2-ones with different functional groups were synthesized in 68-91% yields with only a 5 mol% amount of CuI as catalyst. It was found that the synergetic effect of iodide is important for the transformation. Notable, the captured CO2 serves not only as a protecting reagent for electron-rich primary amine to avoid catalyst poisoning, but also as a reactant for the construction of oxazolidin-2-ones.
Indirect conversion of ambient pressure CO2 into oxazolidin-2-ones by a copper-based magnetic nanocatalyst
Cheng, Bin-Bin,Yu, Bing,Hu, Chang-Wen
, p. 87179 - 87187 (2016/10/19)
An efficient, practical and magnetically recyclable Cu-based catalytic system for the synthesis of oxazolidin-2-ones via the multicomponent reaction of carbamate salts, aromatic aldehydes and aromatic terminal alkynes was developed. The magnetic nanocatalyst, namely FeDOPACu, could efficiently promote the construction of oxazolidin-2-ones with different functional groups in good to excellent yields. Importantly, the catalyst can be easily recovered by applying an external magnet, which rendered this protocol economic and environmentally begin. This method represents an attractive heterogeneous protocol for indirect transformation of CO2 into value-added heterocyles as the carbamate salts are easily obtained by capturing CO2 with primary amines.
Direct NHC-catalysed redox amidation using CO2 for traceless masking of amine nucleophiles
Davidson, Robert W. M.,Fuchter, Matthew J.
supporting information, p. 11638 - 11641 (2016/10/04)
The N-heterocyclic carbene (NHC)-catalysed redox amidation reaction is poorly developed and usually requires catalytic co-additives for electron-rich amine nucleophiles. We report a masking strategy (using CO2) that couples release of the free amine nucleophile to catalytic turnover, and in doing so, enables direct catalytic redox amidation of electron-rich amines.
PREPARING METHOD OF SOLID CARBAMIC ACID DERIVATIVES
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Paragraph 0058-0061, (2014/03/24)
The present disclosure relates to a preparation method for powder of a carbamic acid derivative, which includes reacting a liquid amine derivative with carbon dioxide at a temperature in a range of from about ?30° C. to about 500° C. at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for powder of a carbamic acid derivative to a liquid amine derivative and carbon dioxide, which includes dissolving powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent. The preparation method for a carbamic acid derivative powder according to the present disclosure enables easy conversion into pure powder of solid carbamic acid derivative without by-products and can remarkably reduce time and energy required for solidification by reacting carbon dioxides and amines with carbon dioxides in high pressure conditions without the use of a solvent. In addition, the prepared solid compounds can be used as a liquid amine substitute or used in a carbamic acid derivative form as necessary.
Direct synthesis of imines via solid state reactions of carbamates with aldehydes
Lee, Byeongno,Lee, Kyu Hyung,Lim, Byung Wook,Cho, Jaeheung,Nam, Wonwoo,Hur, Nam Hwi
supporting information, p. 389 - 394 (2013/05/08)
Various solid carbamates were prepared from the reactions of liquid amines with carbon dioxide in an autoclave and these carbamates were used as stable, efficient alternatives for toxic liquid amines. Solid-state grinding of carbamates and aldehydes, using a mortar and pestle, produced imines as the sole products in greater than 97% yields. Complete conversions were generally accomplished within a day at 25 °C without using solvents or additives. Reaction rates were drastically enhanced upon increasing the reaction temperature. In contrast, reactions of aldehydes with liquid amines in the presence of solvent or in neat conditions afforded imines in moderate yields along with by-products.
Organocatalytic knoevenagel condensations by means of carbamic acid ammonium salts
Mase, Nobuyuki,Horibe, Takuya
supporting information, p. 1854 - 1857 (2013/06/04)
The Knoevenagel condensation between an active methylene compound and an aromatic aldehyde with a carbamic acid ammonium salt used as an organocatalyst gave the desired Knoevenagel products in up to 98% yield. The reaction occurred at rt and in a short reaction time under solvent-free conditions. In addition, no extraction, wash, or chromatography steps were needed to obtain a high-purity Knoevenagel product.
Orthoamides and iminium salts, LXX [1]. Capturing of carbon dioxide with organic bases (Part 1) - Reactions of diamines with carbon dioxide
Tiritiris, Ioannis,Kantlehner, Willi
experimental part, p. 164 - 176 (2011/05/07)
The alkylammonium alkylcarbamates 2, 4a,b, 14 were prepared from the amines 1, 3a,b, 13 and CO2. The crystal structures of 2 and 4b show carbamate anions, which are connected by N-H?O hydrogen bonds to form centrosymmetric dimers. The zwitterionic carbamates 7a,b, 8a,b and 11 are formed in the reactions of the diamines 6a,b and 10 with CO2. The crystal structures of 7a and 8b show strong intermolecular hydrogen bonds involving water molecules, the ammonium and the carbamate groups. In these compounds the molecules are interconnected in an extended two- or three-dimensional network. Due to the absence of crystal water molecules, the structure of 11 contains intermolecular hydrogen bonds involving the ammonium and the carbamate group in double-stranded chains. The diamines 17a,b react with CO2 to give the zwitterionic carbamates 18a,b.
