- Preparation method of nitro compound
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The invention discloses a preparation method of a nitro compound, which comprises: carrying out a reaction on a compound 1A and a compound 1B to obtain a compound 2A; and reacting the compound 2A witha nitration reagent to obtain a nitro compound crude product, and purifying to obtain a nitro compound fine product. According to the method, a reagent with low price is used as an initial raw material to prepare the final product through two-step reaction, wherein the reaction condition of each step is mild, the yield of the obtained nitro compound is high, and the cost can be greatly reduced.
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Paragraph 0051-0052; 0054-0055
(2021/03/13)
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- Green synthesis of low-carbon chain nitroalkanes via a novel tandem reaction of ketones catalyzed by TS-1
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A green and efficient one-pot method has been developed for the synthesis of low-carbon chain nitroalkanes via a novel TS-1 catalyzed tandem oxidation of ketones with H2O2 and NH3. The tandem reaction including ammoxidation, oximation and oxidation of oximes, afforded up to 88% yield and 98% chemo-selectivity requiring only 90 min, at 70 °C and atmospheric pressure. Moreover, this method was even amenable to 100-fold scale-up without loss of chemical efficiency with 87% yield, represents a significant advance towards industrial production of nitroalkanes. Furthermore, the plausible mechanism of TS-1 catalyzed tandem oxidation of ketones to prepare nitroalkanes was proposed.
- Chu, Qingyan,He, Guangke,Xi, Yang,Wang, Ping,Yu, Haoxuan,Liu, Rui,Zhu, Hongjun
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- Green synthesis method for preparing nitroalkanes by oxime oxidation
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The invention belongs to the field of organic chemical industries, and provides a green synthesis method for preparing nitroalkanes by oxime oxidation. At the temperature of 55 to 120 DEG C and under the pressure of 0 to 1.0 MPa, oxime, a solvent and hydrogen peroxide are reacted for 20 to 200min in the presence of certain amounts of nanoporous skeleton metal hybrid catalysts and cocatalysts, a reaction liquid is subjected to membrane separation, the catalysts can be repeatedly used for more than 7 times, and distilled to obtain nitroalkane products, the purity of the products is not less than 99%, and the yield of the products is not less than 95%. Furthermore, the green synthesis method for preparing nitroalkanes by the oxime oxidation disclosed by the invention is a green synthesis method of nitroalkanes, and suitable for large-scale industrialized production.
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Paragraph 0021; 0022
(2017/08/29)
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- The flavoprotein-catalyzed reduction of aliphatic nitro-compounds represents a biocatalytic equivalent to the Nef-reaction
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The bioreduction of aliphatic sec-nitro compounds catalyzed by purified flavoproteins from the old-yellow-enzyme family unexpectedly furnished the corresponding carbonyl compounds instead of the expected amines and thus represents a biocatalytic equivalent to the Nef-reaction. The pathway was shown to proceed via initial reduction of the nitro-group to yield the nitroso-derivative, which spontaneously tautomerized to yield the more stable oxime, which was enzymatically reduced in a second step to furnish a hydrolytically unstable imine-species, which spontaneously hydrolyzed to finally give a carbonyl compound and ammonia.
- Durchschein, Katharina,Ferreira-Da Silva, Bianca,Wallner, Silvia,MacHeroux, Peter,Kroutil, Wolfgang,Glueck, Silvia Maria,Faber, Kurt
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supporting information; experimental part
p. 616 - 619
(2010/09/05)
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- NITRATED HYDROCARBONS, DERIVATIVES, AND PROCESSES FOR THEIR MANUFACTURE
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Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.
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Page/Page column 27-30; 33
(2009/12/02)
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- Synthesis of nitroalkanes from alkylhalides under mild and nonaqueous conditions by using polymer supported nitrites
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Alkyl halides are efficiently converted to their corresponding nitroalkanes under mild and nonaqueous conditions by using polymer supported nitrites. The polymeric reagent is regenerable.
- Zarchi, Mohammad Ali Karimi,Zarei, Amin
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p. 309 - 311
(2007/10/03)
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- Reactions of 1-haloadamantanes and ethylmercury chloride with nitronate anions by the SRN1 mechanism
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Secondary or tertiary nitro compounds can be easily obtained by photostimulated reaction of the anions corresponding to primary or secondary nitroalkanes with either 1-iodoadamantane (1-AdI) or ethylmercury chloride (EtHgCl) by the SRN1 mechani
- Santiago, Ana N.,Basso, Silvana M.,Toledo, Carlos A.,Rossi, Roberto A.
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p. 875 - 880
(2007/10/03)
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- An efficient nitration of light alkanes and the alkyl side-chain of aromatic compounds with nitrogen dioxide and nitric acid catalyzed by N-hydroxyphthalimide
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Nitration of light alkanes and the alkyl side-chain of aromatic compounds with NO2 and HNO3 was successfully achieved by the use of N-hydroxyphthalimide (NHPI) as a catalyst under relatively mild conditions. For example, the nitration of propane with NO2 catalyzed by NHPI at 100 °C for 14 h gave 2-nitropropane in good yield without formation of 1-nitropropane and cleaved products such as nitroethane and nitromethane. Various aliphatic nitroalkanes, which are difficult to prepare by conventional methods, could be selectively obtained by means of the present methodology by using NHPI as the key catalyst. In addition, the side-chain nitration of alkylbenzenes such as toluene was selectively carried out to lead to α-nitrotoluene without the ring nitration. The present reaction provides an efficient selective method for the nitration of light alkanes and alkylbenzenes, which has been very difficult to carry out so far.
- Nishiwaki, Yoshiki,Sakaguchi, Satoshi,Ishii, Yasutaka
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p. 5663 - 5668
(2007/10/03)
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- A NEW SYNTHESIS OF NITRO COMPOUNDS USING DIMETHYLDIOXIRANE
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Dimethyldioxirane oxidizes primary amines to nitro compounds in a facile, mild, high yield process.
- Murray, Robert W.,Jeyaraman, Ramasubbu,Mohan, Lily
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p. 2335 - 2336
(2007/10/02)
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- Formation of Organic Nitro-compounds in Flowing H2O2+NO2+N2+Organic Vapour Systems. Part 3.-Effects of O2 Addition on H2O2+NO2+N2+Alkane Systems
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The effects of oxygen on the product distribution from the surface-initiated reactions in flowing mixtures of H2O2, NO2, N2 and RH, where RH=ethane, propane, n-butane and n-pentane, at 298 K have been studied.In the absence of O2, the principal products are the corresponding nitroalkane, alkyl nitrite and alkyl nitrate.In the presence of sufficiently large concentrations of O2, the predominant product is the alkyl nitrate and the only other products of significance, in some cases, are the corresponding carbonyl compounds.The variation of the product yields with / gives values for the rate-constant ratios k8/(k3+k4) for reaction at both primary and secondary radical sites:.Possible mechanisms by which the products are formed are discussed.
- Baulch, Donald L.,Campbell, Ian M.,Chappel, Jonathan M.
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p. 617 - 628
(2007/10/02)
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- Formation of Organic Nitro-compounds in Flowing H2O2+NO2+N2+Organic Vapour Systems. Part 2.-H2O2+NO2+N2+Alkane System
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The principal products from the surface-initiated reactions in flowing mixtures of H2O2, NO2,N2 and RH, where RH=ethane, propane, n-butane and n-pentane, have been identified as the nitroalkane, alkyl nitrite and alkyl nitrate.The product yields have been measured; in the case of propane the variation of the yields with total gas pressure has also been studied.Values have been obtained for the relative rates of primary and secondary H-atom abstraction from each alkane by OH and for the rate-constant ratios k3/k4 and k5/k6 at 298 K:.The trends in the product yields with the variation of pressure and change of R indicate that RO radicals are produced via reactions (4)-(6) rather than by a single-step reaction of R with NO2.
- Baulch, Donald L.,Campbell, Ian M.,Chappel, Jonathan M.
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p. 609 - 616
(2007/10/02)
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- FREE RADICAL SUBSTITUTION. PART 34. THE CHLORINATION OF 1- AND 2-NITROBUTANES IN THE GAS AND LIQUID PHASES
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1- and 2-nitrobutanes have been chlorinated in the gas phase and in solution.The intermediate nitrobutyl radicals with the nitro-group in a β-position are unstable and in the gas phase lose NO2 to yield the corresponding butene.The relative rates of attack at the various sites have been determined.The nitro-group proves to be the most deactivating non-ionic substituent studied so far.
- Saeed-y-Atto,Potter, Alan,Singh, Hari,Tedder, John M.
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p. 139 - 142
(2007/10/02)
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